Rohan D. Erande

ORCID: 0000-0002-8763-5353
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About
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Research Areas
  • Crystallization and Solubility Studies
  • X-ray Diffraction in Crystallography
  • Asymmetric Synthesis and Catalysis
  • Catalytic C–H Functionalization Methods
  • Oxidative Organic Chemistry Reactions
  • Crystallography and molecular interactions
  • Metal-Catalyzed Oxygenation Mechanisms
  • Microbial Natural Products and Biosynthesis
  • Chemical synthesis and alkaloids
  • Synthetic Organic Chemistry Methods
  • Synthesis and biological activity
  • Magnetism in coordination complexes
  • Synthesis of Indole Derivatives
  • Click Chemistry and Applications
  • Multicomponent Synthesis of Heterocycles
  • Alkaloids: synthesis and pharmacology
  • Synthesis and Catalytic Reactions
  • Chemical Synthesis and Reactions
  • Synthesis and Biological Evaluation
  • Vanadium and Halogenation Chemistry
  • Bioactive Compounds and Antitumor Agents
  • Metal complexes synthesis and properties
  • Chemical Synthesis and Analysis
  • Synthesis and Biological Activity
  • Axial and Atropisomeric Chirality Synthesis

Indian Institute of Technology Jodhpur
2020-2024

Rice University
2016-2021

Jai Narain Vyas University
2020

Indian Institute of Technology Kanpur
2013-2017

Chhatrapati Shahu Ji Maharaj University
2015

National Chemical Laboratory
2011

An ecofriendly, inexpensive, and efficient route for synthesizing 3,3'-bis(indolyl)methanes (BIMs) their derivatives was carried out by an electrophilic substitution reaction of indole with structurally divergent aldehydes ketones using taurine water as a green catalyst solvent, respectively, under sonication conditions. Using the only catalytic process demonstrated outstanding activity, productivity, broad functional group tolerance, affording required BIM natural products in excellent...

10.1021/acsomega.1c07258 article EN cc-by-nc-nd ACS Omega 2022-03-16

A streamlined total synthesis of N14-desacetoxytubulysin H (Tb1) based on a C–H activation strategy and short pretubulysin D (PTb-D43) are described. Applications the developed synthetic strategies technologies to series tubulysin analogues (Tb2–Tb41 PTb-D42) also reported. Biological evaluation synthesized compounds against an array cancer cells revealed number novel (e.g., Tb14), some with exceptional potencies certain cell lines [e.g., Tb32 IC50 = 12 pM MES SA (uterine sarcoma) line 2 HEK...

10.1021/jacs.5b12557 article EN Journal of the American Chemical Society 2016-02-01

A simple and efficient biomimetic synthesis of pyrrolo[1,2-a]indoles using a highly stereo- regioselective [3 + 2] reaction cascade was developed then further applied in the first total flinderoles B C, which proceeded 17.2% yield over longest linear sequence 11 steps.

10.1021/ja1116974 article EN Journal of the American Chemical Society 2011-02-11

An efficient taurine-catalyzed green multicomponent approach has been described for the first time to synthesize densely substituted therapeutic core dihydropyrano[2,3-c]pyrazoles. Applications of developed synthetic strategies and technologies revealed synthesis a series newly designed 1,4-dihydropyrano[2,3-c]pyrazoles containing isonicotinamide, spirooxindole, indole moieties. Detailed in silico analysis synthesized analogues their potential bind wild-type antibiotic-resistant variants...

10.1021/acsomega.1c04773 article EN cc-by-nc-nd ACS Omega 2021-11-02

Dimeric indole alkaloids represent a structurally unique class of natural products having interesting biological activities. Recently, we reported the first total synthesis flinderoles B and C, potent antimalarial products. Central to design approach by virtue one-pot, acid-catalyzed dimerization reaction, route also provided borreverine This full account details progress efforts that culminated in protecting-group-free, six-step all flindersia alkaloids: dimethylisoborreverine,...

10.1021/jo4013833 article EN The Journal of Organic Chemistry 2013-09-17

Improved, streamlined total syntheses of natural tubulysins such as V (Tb45) and U (Tb46) pretubulysin D (PTb-D43), their application to the synthesis designed tubulysin analogues (Tb44, PTb-D42, PTb-D47–PTb-D49, Tb50–Tb120), are described. Cytotoxicity evaluation synthesized compounds against certain cancer cell lines revealed a number novel with exceptional potencies [e.g., Tb111: IC50 = 40 pM MES SA (uterine sarcoma) line; 6 HEK 293T (human embryonic kidney cancer) 1.54 nM DX (MES marked...

10.1021/jacs.7b12692 article EN Journal of the American Chemical Society 2018-01-30

A simple, highly diastereoselective, Lewis acid catalyzed Friedel-Crafts coupling of a cyclic allylic alcohol with resorcinol derivatives has been developed. The method was applied for the enantiospecific total syntheses structurally diverse natural products such as machaeriol-D, Δ(8)-THC, Δ(9)-THC, epi-perrottetinene and their analogues. Synthesis both enantiomers achieved high atom economy, in protecting group free manner less than 6 steps, longest linear sequence, very good overall yield...

10.1039/c4cc08562k article EN cc-by-nc Chemical Communications 2015-01-01

A novel bench-stable V-catalyst [(L2)VIVO](ClO4) was synthesized and characterized by X-ray diffraction (XRD) analysis FT-IR, UV-visible, EPR spectroscopies, which confirmed its excellent catalytic activity. In application, aldehydes are rapidly converted into their corresponding esters without additives in a one-pot manner using newly developed catalyst H2O2 as green oxidant. The method is compatible with broad range of densely substituted allows for the facile preparation aliphatic,...

10.1021/acs.joc.3c00159 article EN The Journal of Organic Chemistry 2023-04-06

Switchable reaction patterns of dimerization indole substituted butadienes via a Lewis acid and thermal activation are reported. While under acidic conditions occurred around the internal double bond dienophile, complete switch regioselectivity was observed conditions, where terminal dienophile. This further exploited for divergent total synthesis structurally diverse alkaloid natural products.

10.1021/ol501078d article EN Organic Letters 2014-05-05

For the first time, an eco-friendly and efficient one-pot green multicomponent approach has been described to synthesize functionalized trans-2,3-dihydrofuro[3,2-c]coumarins (DHFCs). In this synthesis, imidazole water were used as catalyst solvent, respectively, under mild conditions. Applications of developed catalytic process in a medium revealed outstanding activity, productivity, broad functional group tolerance, affording series newly designed DHFC derivatives excellent yields (72-98%)....

10.1021/acsomega.2c05361 article EN cc-by-nc-nd ACS Omega 2022-09-29

A square-planar [CuIIL] complex 1, based on the redox-active phenalenyl unit LH2 = 9,9′-(ethane-1,2-diylbis(azanediyl))bis(1H-phenalen-1-one), is prepared and structurally characterized by single-crystal X-ray diffraction analysis. Complex 1 crystallizes at room temperature with P1 space group. The molecular structure of reveals presence intriguing C–H···Cu intermolecular anagostic interactions order ∼2.7715 Å. Utilizing free nonbonding orbitals (NBMOs) closed-shell in oxidation reactions...

10.1021/acsomega.1c07051 article EN ACS Omega 2022-03-01

In the present work, structural and spectroscopic investigations were carried out on a borreverine derivative. Borreverine is class of alkaloid as well natural antimalarial drug extracted from Borreria verticillata. With aim finding possible conformers, detailed conformational analysis derivative was conducted utilizing density functional theory employing B3LYP/6-31G(d,p) method. The crystallographic geometry used for full optimization, followed by analysis. investigation predicted most...

10.2116/analsci.33.99 article EN Analytical Sciences 2017-01-01

A streamlined total synthesis of the naturally occurring antitumor agents trioxacarcins is described, along with its application to construction a series designed analogues these complex natural products. Biological evaluation synthesized compounds revealed number highly potent, and yet structurally simpler, that are effective against certain cancer cell lines, including drug-resistant line. novel one-step anthraquinones chloro from simple ketone precursors phenylselenyl chloride also...

10.1021/jacs.7b08820 article EN Journal of the American Chemical Society 2017-10-20

Abstract Indolyl thioethers and indolin‐2‐one motifs are extremely common in pharmaceuticals organic materials, therefore developing a method to create these scaffolds is considered be vital endeavour the chemical sciences. Here we have reported unified strategy developed by fine‐tuning of catalyst‐solvent combination [SOCl 2 /AlCl 3 CHCl SOCl /DMSO (1 : 1) at 25 °C] towards selective functionalization Indole synthesize 2,2′‐thiobisindoles 3‐chloro‐3‐alkyl substituted oxindoles selectively...

10.1002/slct.202303476 article EN ChemistrySelect 2024-01-22

The conversion of the studied dimers into their monomers by an acid and regeneration dimeric core from monomer a base is rationalized.

10.1039/d0nj00484g article EN New Journal of Chemistry 2020-12-08

Abstract Many natural products and biologically important complex organic scaffolds have convoluted structures around their core skeleton. Interestingly, with just changing the outskirts, reflects new unique degrees of various physical chemical properties. A very common but intriguing is a five-membered ring horning heaps molecules crafts. The power [3+2] cycloaddition reactions to generate systems allocate chemists envision synthetic procedures wonder if it facilitating cascade sequence,...

10.1055/s-0042-1751369 article EN Synlett 2022-09-28

Molecular design, synthesis, and biological evaluation of tubulysin analogues, linker-drugs, antibody-drug conjugates are described. Among the new discoveries reported is identification potent analogues within family that carry a C11 alkyl ether substituent, rather than usual ester structural motif at position, fact endows former with higher plasma stability latter. Also described herein X-ray crystallographic analysis studies two tubulin-tubulysin complexes formed α/β interface between...

10.1021/acs.joc.0c02755 article EN The Journal of Organic Chemistry 2021-02-05

Two new complexes [FeIII(Tp)(CN)2(μ-CN)MnIICl(HL1)]·3DMF (1) and {[FeIII(Tp)(CN)(μ2-NC)2CuII(HL2)](ClO4)}2·6DMF (2) (HL1 = 2-((((1-methylbenzimidazol-2-yl)methyl)(pyridin-2-ylmethyl)amino)methyl)phenol HL2 2-(((pyridin-2-ylmethyl)(quinolin-2-ylmethyl)-amino)methyl)phenol) have been synthesized characterized by elemental analysis IR UV/vis spectroscopy. Structural revealed that 1 is a discrete dinuclear coordination complex 2 tetranuclear complex. In 1, each MnII in distorted octahedral...

10.1039/d3dt00604b article EN Dalton Transactions 2023-01-01

A nickel(II) complex [Ni(HL)2] 1 was synthesized by treatment of a new catecholaldimine-based ligand with NiCl2·6H2O in methanol at room temperature. Complex showed excellent catalytic activity where aromatic and heterocyclic alcohols were rapidly converted into trans-cinnamonitrile one-pot manner via oxidative olefination the presence KOH. The potential disclosed catalyst results obtained for direct conversion to two different functionalities (trans-cinnamonitrile aldehydes) are well...

10.1021/acs.joc.2c03067 article EN The Journal of Organic Chemistry 2023-05-08

Abstract The class of Double Diels‐Alder (DDA) reactions leading the targets concisely where numerous synthetic pursuits have been rewarded with conceptually novel and streamlined methods. After tremendous development discoveries in various including its key role applications many natural products syntheses, DDA reaction is considered as a growing branch two consecutive [4+2] cycloadditions trigger construction polycyclic macrocyclic architectures. In light ever‐increasing importance...

10.1002/ajoc.202100493 article EN Asian Journal of Organic Chemistry 2021-09-08
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