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

[1] Transition metal-promoted synthesis of 2-aryl/heteroaryl-thioquinazoline: C-S Bond formation by “Chan-Lam Cross-Coupling” Reaction
SATYA KARUNA PULAKHANDAM
NARESH KUMAR KATARI
RAVI PRAKASH REDDY MANDA
Journal of Chemical Sciences, 2017, 129 : 203 - 210
[2] Chan-Lam cross-coupling reaction based on the Cu2S/TMEDA system
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Jedinak, Lukas
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TETRAHEDRON, 2018, 74 (05) : 606 - 617
[3] ORGN 168-Copper-promoted C-X bond cross-coupling via boronic acids: Chan-Lam coupling
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[4] Transition-metal free, visible-light- promoted C-S cross-coupling reaction
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Lim, Chern-Hooi
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ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
[5] CO2-promoted oxidative cross-coupling reaction for C-S bond formation via masked strategy in an odourless way
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[6] Visible-Light-Promoted C-S Cross-Coupling Reaction for Synthesis of Aromatic Thioethers
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[7] Copper(I) selenophene-2-carboxylate (CuSC) promoted C-S cross-coupling reaction of thiols with aryl iodides
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[8] Visible-Light-Driven Halogen-Bond-Assisted Direct Synthesis of Heteroaryl Thioethers Using Transition-Metal-Free One-Pot C-I Bond Formation/C-S Cross-Coupling Reaction
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[9] Transition-metal-free formal cross-coupling of aryl methyl sulfoxides and alcohols via nucleophilic activation of C-S bond
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Nature Communications, 11
[10] Transition-metal-free formal cross-coupling of aryl methyl sulfoxides and alcohols via nucleophilic activation of C-S bond
Li, Guolin
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NATURE COMMUNICATIONS, 2020, 11 (01)

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