Given the widespread presence of spirocyclic scaffolds in natural products and pharmacologically relevant synthetic compounds, development efficient methodologies for their construction holds great importance medicinal chemistry pharmaceutical research. In this study, a general photochemical dearomative spirocyclization nonactivated arenes has been established. The key to method lies ability amine-borane radicals activate aryl bromides iodides via halogen-atom transfer, thereby allowing...

A first example of radical hydroboration and hydrosilylation gem-difluoroalkenes using ABIN as the initiator is described. This protocol features good functional group tolerance, operational simplicity, high atom economy, easy scale-up, enabling efficient assembly a wide range α-difluorinated alkylborons alkylsilanes in moderate to excellent yields. The synthetic utility these products demonstrated by further transformation C–B bond C–Si into valuable CF2-containing molecules.

Abstract A photoredox‐catalyzed defluoroborylation of trifluoromethyl alkenes with N ‐heterocyclic carbene boranes is described for the synthesis gem ‐difluoroallylboranes. This protocol exhibits a broad substrate scope and good functional group compatibility, which enables late‐stage functionalization structurally complex compounds. Further transformations products to valuable CF 2 ‐containing molecules are also demonstrated. magnified image

A new class of base-catalyzed Diels−Alder reactions 2H-pyran-2,5-diones has been developed using catalytic amount dicyclohexylmethylamine in tert-butyl alcohol. This method successfully employed for construction the tricyclic core basiliolide B at room temperature with good yields and exclusive endo selectivity.

A visible-light-initiated trifluoromethylation/remote aliphatic C-H alkynylation of α-alkyl-substituted vinyl azides using acetylenic triflones as both the trifluoromethyl and alkyne donors is described. The reaction occurred under environmentally benign radical initiator-free conditions, affording γ-alkynylated ketone derivatives with a broad scope substituents. Mechanistic studies suggested that initiated via triplet-triplet energy transfer between 4CzIPN catalyst triflone, followed by...

A concise enantioselective synthesis of (−)-teucvidin has been achieved. Our synthetic strategy involved the diastereoselective Michael/Conia–ene cascade cyclization reaction for rapid establishment cis-decalin skeleton with three new stereogenic centers in one pot (72%, single diastereomer), epoxidation/dealkoxycarbonylation protocol construction fused furanone moiety, and O-allylation/Claisen rearrangement all-carbon quaternary center at C9 clerodane skeleton.

Described is a mild method that merges organophotoredox catalysis with hydrogen atom transfer to enable C–H alkylation of quinoxalin-2(1H)-ones feedstock aldehydes, amides, alcohols, ethers, or cycloalkanes. This reaction occurred under environmentally benign and external oxidant-free conditions, providing general sustainable access various C3-alkylated quinoxalinone derivatives broad substituent diversity good functional group compatibility.

An efficient and versatile amine-induced Michael/Conia-ene cascade cyclization reaction has been developed for establishing 6,6- 5,7-bicyclic fused carbocycles with simple acyclic β-ketoesters as the substrates in one-pot condition this new method successfully utilized a formal synthesis of (±)-Clavukerin A.

A visible-light-triggered ring opening/in situ SO2-capture/alkynylation sequence of cyclopropyl alcohols with alkynyl triflones using 4CzIPN as a triplet energy transfer photocatalyst is herein described. This metal-free protocol provides straightforward and atom-economical approach to alkynyl-substituted γ-keto sulfones broad scope substituents. In this transformation, could be used both radical acceptors SO2 donors. Preliminary experimental mechanistic studies synthetic utility are also...

Described is a silver-promoted decarboxylative radical addition/annulation of oxamic acids with<italic>gem</italic>-difluoroalkenes enabling the convenient synthesis various structurally diverse CF₂-containing 3,4-dihydroquinolin-2-ones that might find applications in medical chemistry.

Abstract An efficient method for the iodine‐catalyzed oxidation of N ‐substituted indoles by using chloramine‐B under mild reaction conditions was explored. This found to be tolerant a variety functional groups and provided corresponding isatins in moderate excellent yields. In addition, application this one‐pot synthesis 3‐hydroxyoxindole ‐methylisatin oxime realized.

A direct oxidative halogenation of terminal alkynes has been realized using chloramine-B as the oxidant and KI or NaBr halogen source. This reaction enables a general practical access to synthetically valuable 1-bromoalkynes 1-iodoalkynes in good excellent yields under mild conditions.

An iodine-catalyzed oxidative annulation of 3-cyanoacetylindoles with benzylamines has been developed. This reaction enables the convenient synthesis a variety 5-(3-indolyl)oxazoles under mild conditions broad functional group compatibility.

A diethylzinc-mediated radical (3 + 2) cycloaddition of vinyl azides with ethyl iododifluoroacetate is presented. The developed reaction features good functional group tolerance, broad substrate scope, and operational simplicity, enabling efficient assembly a wide range 3,3-difluoro-γ-lactam derivatives bearing an O-substituted quaternary carbon center in moderate to yields. utility the method showcased by scaled-up reaction, conversion product, late-stage structural modifications variety...

A novel iodine-catalyzed amidation and imination at the 2α-position of 2,3-disubstituted indoles in presence chloramine salts with high regioselectivity has been achieved. The protocol is applicable to a wide range substrates deliver corresponding 2α-nitrogen-containing indole derivatives. Furthermore, demonstrate synthetic value this established transformation, concise assembly bridged tetracyclic framework akuammiline alkaloids from 2α-amidated product accomplished five steps.

A mild method for the efficient synthesis of 3,3-dichloro-2-sulfonyliminoindolines <italic>via</italic> AcOH-mediated dichloroimination indoles using chloramine-B is described.

A Co(II)-catalyzed direct C3-selective C–H acyloxylation of indoles has been realized with tert-butyl peresters serving as both an acyloxy source and oxidant. This reaction features highly C3 regioselectivity good functional group tolerance, which provides a convenient versatile approach to the construction valuable 3-acyloxyindoles in moderate excellent yields.

An efficient cobalt-catalyzed C2α selective C(sp³)–H acyloxylation of 2-substituted indoles with <italic>tert</italic>-butyl peresters to synthesize diverse 2α-acyloxylated indole derivatives is described. This developed method exhibits mild conditions, low-cost catalyst, and high functional group compatibility. The effectiveness this chemistry illuminated by a late-stage modification methylated indomethacin.

Here, we present a straightforward α-trans-selective hydroboration of alkynyl sulfones with NHC–boranes without the need for catalyst. This reaction is compatible wide range substrates efficiently producing structurally diverse α-borylated vinyl in satisfactory yields. The hydride transfer from NHC–borane 2a to triflone 1b studied by density functional theory (DFT) calculations trans-hydroboration. Moreover, regiodivergent deuterated semihydrogenation triflones has also been developed using...

This account covers the recent advance of dual-mode Lewis acid induced cascade cyclization reactions in our group.Taking advantage special properties acids, three new types have been developed.Moreover, applicability was explored through studying scope substrates.Finally, these were employed for total syntheses natural products.Keywords acid; reaction; product 路易斯酸(Lewis acid, LA)是指能作为电子对接受 体(Electron pair acceptor)的原子、分子、离子或原子团. 电子对根据其占据轨道性质的不同, 可以分为占据 sigma-轨道的 sigma-电子对和占据 pi-轨道的...

Abstract A variety of the pharmaceutically interesting title compounds bearing different functionalities at arene ring is readily prepared under mild conditions.

Abstract Application of the described method to tryptamine (VI) affords pyrrolidinoindole (VII).