A wide range of arylated alkynes are synthesized from the corresponding aryl halides and terminal alkynes through Sonogashira type cross-coupling reactions through C(aryl)-C bond formation in the presence of a catalytic amount of N,N′-dibenzyl BINAM-CuI complex under mild reaction conditions. © 2009 Elsevier Ltd. All rights reserved.

Govindasamy Sekar

Department Of Chemistry

Krishna Gopal Thakur

1,10 BINAPHTHYL 2,20 DIAMINE COPPER

alkyne derivative

copper complex

halide

iodine derivative

macrogol

unclassified drug

article

arylation

catalysis

Sonogashira reaction

synthesis

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Tetrahedron Letters

A wide range of 2-aryl or 2-alkyl-substituted benzothiazoles are synthesized through intramolecular C(aryl)-S bond forming-cyclization using copper(II)-BINAM-catalyzed coupling of less reactive N-(2-chlorophenyl) benzo or alkylthioamide under mild reaction conditions (82 °C). © 2010 Elsevier Ltd. All rights reserved.

An efficient copper(II)-catalyzed synthesis of benzothiazoles through intramolecular coupling-cyclization of N-(2-chlorophenyl)benzothioamides

An efficient, copper-free Sonogashira coupling reaction of 1-chloroisoquinolines and terminal alkynes, catalyzed by Pd(OAc) 2/Ruphos, in the presence of Et3N and tetrahydrofuran leads to the formation of 1-alkynyl-3-substituted isoquinolines in good yields. © 2011 Elsevier Ltd. All rights reserved.

An efficient copper-free Pd(OAc)2/Ruphos-catalyzed Sonogashira coupling of 1-chloroisoquinolines in the formation of 1-alkynyl-3-substituted isoquinolines

Direct oxidation of primary alcohols to the corresponding carboxylic acids is performed highly efficiently at room temperature with anhydrous tert-butyl hydroperoxide in the presence of a catalytic amount of easily available CuCl under ligand free conditions in acetonitrile. Benzylic alcohols are more reactive than aliphatic alcohols, and these benzylic alcohols are selectively oxidized to the corresponding acids in the presence of aliphatic alcohols such as 1-octanol and 1-decanol. © 2008 Elsevier Ltd. All rights reserved.

CuCl catalyzed selective oxidation of primary alcohols to carboxylic acids with tert-butyl hydroperoxide at room temperature

A wide range of diaryl ethers are synthesized from the corresponding aryl iodides and phenols through Ullmann type coupling reactions in the presence of a catalytic amount of easily available BINAM-Cu(OTf)2 complex under mild reaction conditions. Less reactive aryl bromides have also been shown to react with phenols under identical reaction conditions to give good yields of the diaryl ethers without increasing the reaction temperature and time. © 2007 Elsevier Ltd. All rights reserved.

An efficient BINAM-copper(II) catalyzed Ullmann-type synthesis of diaryl ethers

A DABCO-copper(I) chloride complex (5 mol%) together with TEMPO (5 mol%) in nitromethane as solvent has been used as an efficient catalytic system for the selective oxidation of benzylic and allylic alcohols into the corresponding carbonyl compounds at room temperature where molecular oxygen acts as an ultimate, stoichiometric oxidant and water is the only by-product. The solidstate structure determination of the DABCOcopper complex shows that the copper is in the + II oxidation state with trigonal bipyramidal geometry and exists in a linear polymeric structure due to strong hydrogen bonding. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

Advanced Synthesis and Catalysis

Aerobic, chemoselective oxidation of alcohols to carbonyl compounds catalyzed by a DABCO-copper complex under mild conditions

Chemical Communications

The first asymmetric Sonogashira coupling for the enantioselective generation of planar chirality in paracyclophanes

Tetrahedron: Asymmetry

BINAM-prolinamides as recoverable catalysts in the direct aldol condensation

An efficient copper(I) complex catalyzed Sonogashira type cross-coupling of aryl halides with terminal alkynes

Journal	Data powered by TypesetTetrahedron Letters
Publisher	Data powered by TypesetElsevier Ltd
ISSN	00404039
Open Access	No