Transition metal-promoted synthesis of 2-aryl/heteroaryl-thioquinazoline: C-S Bond formation by "Chan-Lam Cross-Coupling" Reaction

被引：18

作者：

Pulakhandam, Satya Karuna ^{[1
]}

Katari, Naresh Kumar ^{[2
]}

Manda, Ravi Prakash Reddy ^{[3
]}

机构：

[1] Jawaharlal Nehru Technol Univ Kakinada, Kakinada 533003, Andhra Pradesh, India

[2] GITAM Univ, GITAM Sch Technol, Dept Chem, HTP Campus, Medak 502329, Telangana, India

[3] C MET, IDA Phase 2,HCL PO, Hyderabad 500051, Telangana, India

来源：

JOURNAL OF CHEMICAL SCIENCES | 2017年 / 129卷 / 02期

关键词：

Chan-Lam coupling; quinazoline; boronic acids; copper acetate; ARYLBORONIC ACIDS; DOMINO REACTIONS; ETHERS; ARYLATION; CARBON; SCOPE;

D O I：

10.1007/s12039-016-1217-7

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient method for the synthesis of S-aryl/heteroaryl-quinazoline has been developed through the cross-coupling of 1,4-dihydroquinazoline with a variety of aryl and heteroaryl boronic acids assisted by [Cu(OAc)(2)] as the catalyst for the formation of carbon-sulfur bonds. This newly developed method demonstrates that the conditions of the traditional copper-catalyzed Chan-Lam reaction can be improved. Optimized reaction involves base, solvent and catalyst.

引用

页码：203 / 210

页数：8

共 44 条

[41] Metal-free, tert-butyl nitrite promoted C(sp2)-S coupling reaction: the synthesis of aryl dithiocarbamates and analysis of antimicrobial activity by 'in silico' and 'in vitro' methods for drug modification
Pal, Satyajit
Sarkar, Subhankar
Mukherjee, Anindita
Kundu, Anupam
Sen, Animesh
Rath, Jnanendra
Santra, Sougata
Zyryanov, Grigory V.
Majee, Adinath
GREEN CHEMISTRY, 2023, 25 (23) : 9847 - 9856
[42] TRANSITION-METAL COMPLEXES WITH SULFUR LIGANDS .36. TRANSFORMATION OF OPEN-CHAIN THIOETHER-DITHIOLATO TO CYCLIC THIOETHER LIGANDS BY C-S BOND-CLEAVAGE AND BOND FORMATION AT RUTHENIUM CENTERS - SYNTHESIS OF THE TRITHIOBENZO[9]CROWN-3 COMPLEX [RU(BZO-9S3)(CO)BR2]
SELLMANN, D
KNOCH, F
WRONNA, C
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (05): : 691 - 692
[43] TRANSITION-METAL PROMOTED CARBON-CARBON BOND FORMATION BY REDUCTIVE HEAD-TO-HEAD COUPLING OF CARBON-DISULFIDE - DIRECT SYNTHESIS OF PI-DELOCALIZED BIS(1,2-DITHIOLENE-LIKE)TETRATHIOOXALATO DIMETAL COMPLEXES, LMS2C2S2ML, FROM CARBON-DISULFIDE AND RESULTING PHYSICOCHEMICAL ANALYSIS
ENGLERT, MH
MAJ, JJ
RAE, AD
JORDAN, KT
HARRIS, HA
DAHL, LF
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1984, 187 (APR): : 280 - INOR
[44] TRANSITION-METAL-PROMOTED CARBON CARBON BOND FORMATION BY REDUCTIVE DIMERIZATION OF CARBON-DISULFIDE - DIRECT SYNTHESIS OF THE BIS(1,2-DITHIOLENE-LIKE) TETRATHIOOXALATO (C2S4) LIGAND FROM CARBON-DISULFIDE BY REACTION WITH THE DIMERIC NICKEL(I) COMPLEXES NI2(ETA-5-C5R5)2(MU-CO)2(R=H,ME)
MAJ, JJ
RAE, AD
DAHL, LF
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (15) : 4278 - 4280

← 1 2 3 4 5 →