A wide range of internal alkynes are synthesized from the corresponding aryl iodides and terminal alkynes by Sonogashira-type cross-coupling reactions through Caryl-Calkynyl bond formation in the presence of a catalytic amount of readily available DBU-CuBr complex under mild reaction conditions. © Georg Thieme Verlag Stuttgart.

Govindasamy Sekar

Department Of Chemistry

Krishna Gopal Thakur

ARYLATED ALKYNES

C-C bond formation

COPPER CATALYST

Coupling reaction

NITROGEN LIGANDS

Sonogashira coupling

Aromatic compounds

catalysis

CATALYSTS

Copper

Ligands

Acetylene

1 (PHENYLETHYNYL) 4 (TRIFLUOROMETHYL)BENZENE

1 (PHENYLETHYNYL)NAPHTHALENE

1 METHOXY 2 (4 TOLYLETHYNYL)BENZENE

1 METHOXY 2 (PHENYLETHYNYL)BENZENE

1 METHOXY 3 (PHENYLETHYNYL)BENZENE

1 METHOXY 4 (4 TOLYLETHYNYL)BENZENE

1 METHOXY 4 (PHENYLETHYNYL)BENZENE

1 METHYL 2 (4 TOLYLETHYNYL)BENZENE

1 METHYL 2 (PHENYLETHYNYL)BENZENE

1 METHYL 4 (PHENYLETHYNYL)BENZENE

1,2 DIPHENYLETHYNE

1,3 DIMETHYL 5 (PHENYLETHYNYL)BENZENE

2 (3 PHENYLPROP 2 YNYLOXY)TETRAHYDRO 2H PYRAN

2 [3 (2 METHOXYPHENYL)PROP 2 YNYLOXY]TETRAHYDRO 2H PYRAN

2 [3 (2 TOLYL)PROP 2 YNYLOXY]TETRAHYDRO 2H PYRAN

2 [3 (3 METHOXYPHENYL)PROP 2 YNYLOXY]TETRAHYDRO 2H PYRAN

2 [3 (3,5 DIMETHYLPHENYL)PROP 2 YNYLOXY]TETRAHYDRO 2H PYRAN

2 [3 (4 TOLYL)PROP 2 YNYLOXY]TETRAHYDRO 2H PYRAN

3 [(4 METHOXYPHENYL)ETHYNYL]PYRIDINE

alkyne derivative

carbon

cuprous ion

DI 4 TOLYLACETYLENE

iodine derivative

unclassified drug

article

Sonogashira reaction

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

Synthesis

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.

Tetrahedron Letters

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

Oxidation of aldehydes to the corresponding carboxylic acids can be performed highly efficiently at room temperature with 70% tert-butyl hydroperoxide (in water) in the presence of a catalytic amount of easily available ligand free CuCl in acetonitrile as solvent under very mild conditions. This oxidation protocol works well for various aldehydes including aliphatic aldehydes and aliphatic dialdehydes. © 2007 Elsevier Ltd. All rights reserved.

CuCl catalyzed oxidation of aldehydes to carboxylic acids with aqueous tert-butyl hydroperoxide under mild conditions

Organic Letters

One-Pot Synthesis of Diarylalkynes Using Palladium-Catalyzed Sonogashira Reaction and Decarboxylative Coupling of sp Carbon and sp2Carbon

Sonogashira Cross-Coupling Using Carbon Aerogel Doped with Palladium Nanoparticles; A Recoverable and Reusable Catalyst

The Journal of Organic Chemistry

Reusable Cu2O/PPh3/TBAB System for the Cross-Couplings of Aryl Halides and Heteroaryl Halides with Terminal Alkynes

Copper(I)-catalyzed Caryl-Calkynyl bond formation of aryl iodides with terminal alkynes

Journal	Synthesis
ISSN	00397881
Open Access	No