A Novel Radical Cyclization Approach to Thieno-Fused Heterocycles

被引：29

作者：

Singh, Prabal P. ^{[2
]}

Yadav, Ashok K. ^{[2
]}

Ila, Hiriyakkanavar ^{[1
]}

Junjappa, Hiriyakkanavar ^{[3
]}

机构：

[1] Jawaharlal Nehru Ctr Adv Sci Res, New Chem Unit, Bangalore 560064, Karnataka, India

[2] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

[3] Reva Inst Sci & Management, Bangalore 5600064, Karnataka, India

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 20-21期

关键词：

Sulfur heterocycles; Radical reactions; Cyclization; Fused-ring systems; ONE-POT SYNTHESIS; REGIOSELECTIVE SYNTHESIS; STREPTOMYCETE STRAIN; DERIVATIVES; INHIBITORS; COPOLYMER; FACILE; DESIGN; ACCESS; ROUTE;

D O I：

10.1002/ejoc.201100516

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of novel aryl/heteroaryl-substituted thieno-fused heterocycles, that is, thieno[2,3-b]thiophenes, thieno[2,3-b]indoles, and pyrazolo[3,2-c]thiophenes, involving radical-mediated cyclization of 2-(2-bromoheteroaryl)-3-methylthio-3-aryl/heteroaryl acrylonitriles has been reported.

引用

页码：4001 / 4007

页数：7

共 73 条

[1] Microwave-enhanced cadogan cyclization: An easy access to the 2-substituted carbazoles and other fused heterocyclic systems [J].

Appukkuttan, P ;

Van der Eycken, E ;

Dehaen, W .

SYNLETT, 2005, (01) :127-133

[2] THIOPHENES VIA S-ALKYLATION [J].

AUGUSTIN, M ;

RUDORF, WD ;

SCHMIDT, U .

TETRAHEDRON, 1976, 32 (24) :3055-3061

[3] Synthesis and antimicrobial activity of some new pyrazoles and thieno[2,3-c]pyrazoles [J].

Bakhite, EA ;

Geies, AA ;

El-Kashef, HS .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2000, 157 :107-122

[4]

Boldt P., 1994, Nonlinear Optics, Principles, Materials, Phenomena and Devices, V8, P173

[5]

BROWN KJ, 1974, TETRAHEDRON LETT, P4069

[6] A new simple route to the thieno[2,3-b]indole ring system [J].

Butin, Alexander V. ;

Tsiunchik, Fatima A. ;

Abaev, Vladimir T. ;

Zavodnik, Valery E. .

SYNLETT, 2008, (08) :1145-1148

[7] Enhanced mobility of poly(3-hexylthiophene) transistors by spin-coating from high-boiling-point solvents [J].

Chang, JF ;

Sun, BQ ;

Breiby, DW ;

Nielsen, MM ;

Sölling, TI ;

Giles, M ;

McCulloch, I ;

Sirringhaus, H .

CHEMISTRY OF MATERIALS, 2004, 16 (23) :4772-4776

[8] Crystal engineering for π-π stacking via interaction between electron-rich and electron-deficient heteroaromatics [J].

Chang, Yu-Chang ;

Chen, Yu-Da ;

Chen, Chih-Hsin ;

Wen, Yuh-Sheng ;

Lin, Jiann T. ;

Chen, Hsing-Yin ;

Kuo, Ming-Yu ;

Chao, Ito .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (12) :4608-4614

[9] SYNTHESIS, REARRANGEMENTS, AND FRAGMENTATION OF KETENE MERCAPTALS DERIVED FROM KETONES OR BETA-DIKETONES AND CARBON-DISULFIDE [J].

DALGAARD, L ;

JENSEN, L ;

LAWESSON, SO .

TETRAHEDRON, 1974, 30 (01) :93-104

[10]

Dimitrakopoulos CD, 2002, ADV MATER, V14, P99, DOI 10.1002/1521-4095(20020116)14:2<99::AID-ADMA99>3.0.CO

← 1 2 3 4 5 6 7 8 →