Iodine(<sc>iii</sc>) catalyzed metal free method for oxidation of alcohols and aldehydes in water.

Abstract Oxidative coupling of primary amines to imines has been achieved by using a water soluble cobalt complex as catalyst and air the oxidant at near ambient conditions. Aromatic, heteroaromatic aliphatic were successfully converted corresponding with yields up 96 %. A 20 gram scale reaction for synthesis imine from benzylamine in good yield is also demonstrated this method. The found be reusable five cycles. It highly efficient, gives turnover number (TON) 128, shows chemoselectivity...

The first examples of ring-closing metathesis (RCM) reactions a series terminal alkene-derived cyclic phosphazenes have been carried out. tetrakis-, hexakis-, and octakis(allyloxy)cyclophosphazenes (NPPh(2))(NP(OCH(2)CH=CH(2))(2))(2) (1), N(3)P(3)(OCH(2)CH=CH(2))(6) (2), N(4)P(4)(OCH(2)CH=CH(2))(8) (3) the tetrakis(allyloxy)-S-phenylthionylphosphazene (NS(O)Ph)[NP(OCH(2)CH=CH(2))(2)](2) (4) were prepared by CH(2)=CHCH(2)ONa with cyclophosphazenes (NPPh(2))(NPCl(2))(2), N(3)P(3)Cl(6),...

A ferrocenium promoted method for the chemoselective oxidation of benzylic amines to imines has been developed with yields varying from 53% 93%. Use 5 mol % hexafluorophosphate as a promoter was sufficient this radical based reaction. Air bubbled into reaction mixture, which worked oxidant transformation. Most importantly, carried out in pure aqueous medium at 65 °C. 10 gram scale benzylamine successfully show practical applicability methodology.

Abstract Herein, we report a simple, efficient, and sustainable method for the synthesis of α‐alkylated ketones quinolines using hydrogen‐borrowing strategy, which has emerged as greener alternative in organic transformation reactions. Synthesis range quinoline derivatives was achieved by water‐soluble [Ru(8‐AQ)Cl(p‐cym.)] + Cl − [Ru]‐1 (AQ=aminoquinoline) catalyst with water reaction medium. By adopting this have synthesized or secondary alcohols starting materials primary alcohol green...

Oxidative coupling of benzylamines and alcohols with methyl substituted N-heteroarenes such as quinolines quinoxalines has been achieved using chloride, a sea abundant anion the catalyst for practical synthesis wide range E-disubstituted olefins in aqueous medium. Detailed mechanistic studies control experiments were carried out to deduce reaction mechanism which indicated that situ formed ClO2- is active form catalyst. We have successfully 1 g scale this methodology, five pharmaceutically...

The reactions of lithiated ethynylferrocene, FcC≡CLi (Fc = ferrocenyl), with fluoro- and chlorocyclotriphosphazenes, N3P3X6 (X F, Cl), resulted in the formation stable mono-FcC≡CP3N3X5 [X F (1), Cl (2)] geminal bis[(FcC≡C)2PN](X2PN)2 (3), (4)], ethynylferrocene-substituted cyclophosphazenes. 1 2 CpCo(COD) were found to differ nature sandwich compounds (η5-Cp)Co{η4-C4[Fc2(N3P3X5)2]} formed. While fluorophosphazene-derived compound yielded both cis trans isomers cyclobutadiene complexes 5 6,...

A simple, efficient, sustainable and economical method for the oxidation of alcohols amines has been developed using chloride, a sea abundant anionic catalyst synthesis range carboxylic acids, ketones imines.

Herein, we report a new air-stable phosphine-free 8-AQ (8-aminoquinoline) based Mn(I) carbonyl complex as the catalyst for C(α)-alkylation of oxindoles with alcohols. The Mn [(8-AQ)Mn(CO)3 Br] works effectively α-alkylation by both secondary well primary procedure has been used synthesis pharmaceutically important recently developed such 3-(4-methoxybenzyl)indolin-2-one, 3-(4-(dimethylamino)benzyl)indolin-2-one, 3-(4-(dimethylamino)phenyl)-5-fluoroindolin-2-one and...

Reactions of {η5-C5H4[C(O)Cl]}Co(η4-C4Ph4) and {η5-C5H4[C(O)Cl]}Fe(η5-Cp) with 8-aminoquinoline resulted in cobalt iron sandwich derived carboxamides. The reaction these carboxamides Pd(OAc)2 acetonitrile αC–H activation the Cp rings compounds formation novel palladacycles 3 4, having both N–H one α-C–H hydrogen atom ring displaced palladium forming a square planar complex as fourth ligand. These air-stable reacted MeI EtI acetic acid, resulting mono- 2,5-di-α-alkylated carboxamides, thereby...

Oxidative coupling of benzylamines with indoles to bis-(indolyl)methanes (BIMs) was achieved using an inexpensive water-soluble cobalt complex, Co(bpb). The catalyst found be quite effective when air used as the oxidant and water solvent under mild reaction conditions. Aromatic amines were successfully converted corresponding BIMs yields up 85 %. We have carried out a 1 gram scale reaction, few pharmaceutically relevant compounds also synthesised by this method in good yields. Control...

The in situ generated aminodiborane (μ-NH 2 B H 5 ) using NH 3 BH and elemental iodine (I is used for the reduction of carboxamides to amines.

Herein, we report an efficient methodology for the reduction of esters, carbonates, and anhydrides to alcohols using in situ generated aminodiborane from iodine ammonia borane. This also finds use transformation esters iodides by varying stoichiometry reagents. The protocol has broad substrate scope with excellent yields. method is useful synthesizing pharmaceutically industrially important compounds such as a Cinacalcet precursor, Streptoindole analogue, 1,4-pentanediol. Control studies DFT...

Fluorinated ansa substituted cyclophosphazenes endo-FcCH(2)P(S)(CH(2)O)(2)[P(F)N](2)(F(2)PN) [Fc = ferrocenyl] (1) and exo-FcCH(2)P(S)(CH(2)O)(2)[P(F)N](2)(F(2)PN) (2) readily transform to the spirocyclic compound [FcCH(2)P(S)(CH(2)O)(2)PN](F(2)PN)(2) (3) not only in presence of CsF but also with non-fluorinated bases such as Cs(2)CO(3), K(2)CO(3), KOBu(t), Et(3)N, DABCO, DBN, DBU. The analogous tetrachloro exo-FcCH(2)P(S)(CH(2)O)(2)[P(Cl)N](2)(Cl(2)PN) (5), however, did chlorinated spiro...

The reaction of 1,4-diphenylbutadiyne along with diphenylacetylene, when carried out η(5)-[MeOC(O)Cp]Co(PPh(3))(2) resulted in the cyclobutadiene linked dimeric cobalt sandwich compound {[η(5)-MeOC(O)Cp]Co(η(4)-C(4)Ph(3))}(2) (1) known monomeric η(5)-[MeOC(O)Cp]Co(η(4)-C(4)Ph(4)). Compound 1, on treatment KOH gave dicarboxylic acid {η(5)-[HOC(O)Cp]Co(η(4)-C(4)Ph(3))}(2) (2) which oxalyl chloride followed by (S)-2-amino-3-methyl-1-butanol, triethylamine and mesylchloride was converted to...

Chiral oxazoline based bi and hexadentate ligands built on cyclophosphazene cores have been synthesized characterized. (NPPh2)2[NP(m-OC6H4C(O)OCH3)2] (1) was prepared by the reaction of gem-(NPPh2)2(NPCl2) with methyl-3-hydroxy benzoate in presence Cs2CO3. Compound 1 converted to dicarboxylic acid (NPPh2)2[NP(m-OC6H4C(O)OH)2] (2) base promoted hydrolysis KO(t-Bu). The 2 oxalyl chloride followed (S)-(+)-2-amino-3-methyl-1-butanol, triethylamine mesyl C2-symmetric phosphazene chiral...

Carbon–heteroatom bond formation in metal-sandwich compounds using C–H activation by selective directing groups.

Reactions of the dilithiated diols RCH2P(S)(CH2OLi)2 [R = Fc (1), Ph (2) (Fc ferrocenyl)] with N3P3F6 in equimolar ratios at -80 degrees C result exclusively formation two structural isomers ansa-substituted compounds, endo-RCH2P(S)(CH2O)2[P(F)N]2(F2PN) (3a), (4a)] and exo-RCH2P(S)(CH2O)2[P(F)N]2(F2PN) (3b), (4b)], which are separated by column chromatography. Increasing reaction temperature to -40 results more exo 3b 4b expense endo isomers. The compounds is found depend on dilithiation...

The reactions of fluorophosphazenes, endo ansa FcCH(2)P(S)(CH(2)O)(2)[P(F)N](2)(F(2)PN) (1) (Fc = ferrocenyl) and spiro [RCH(2)P(S)(CH(2)O)(2)PN](F(2)PN)(2) (R Fc (2), C(6)H(5) (3)], with dilithiated diols have been explored. study resulted in the formation first examples ansa-spiro substituted fluorinated cyclophosphazenes as well a bisansa fluorophosphazene. compound [1,3-[FcCH(2)P(S)(CH(2)O)(2)]][1,5-[CH(2)(CH(2)O)(2)]]N(3)P(3)F(2) (4) was found to be nongeminaly both rings cis...