ortho-Lithiophenyl Isocyanide: A Versatile Precursor for 3H-Quinazolin-4-ones and 3H-Quinazolin-4-thiones

被引：73
作者：
Lygin, Alexander V. [1 ]
de Meijere, Armin [1 ]
机构：
[1] Univ Gottingen, Inst Organ & Biomol Chem, D-37077 Gottingen, Germany
来源：
ORGANIC LETTERS | 2009年 / 11卷 / 02期
关键词：
ALPHA-METALATED ISOCYANIDES; MULTICOMPONENT REACTIONS; EFFICIENT SYNTHESIS; LUOTONIN-A; COMBINATORIAL SYNTHESIS; PRACTICAL SYNTHESIS; INDOLE SYNTHESES; SIMPLE ALKALOIDS; DEOXYVASICINONE; DERIVATIVES;
D O I：
10.1021/ol802659m
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
ortho-Lithiophenyl isocyanide has been generated from ortho-bromophenyl isocyanide and successfully employed toward the synthesis of 2-substituted phenyl isocyanides as well as 2,3-disubstituted 3H-quinazoline-4-ones and 3H-quinazolin-4-thiones.
引用
收藏
页码：389 / 392
页数：4
相关论文
共 68 条
[1]  
[Anonymous], 2005, ANGEW CHEM
[2]  
[Anonymous], 2000, ANGEW CHEM
[3]  
[Anonymous], 1977, ANGEW CHEM
[4]   Electrosynthesis of tryptanthrin [J].
Batanero, Belen ;
Barba, Fructuoso .
TETRAHEDRON LETTERS, 2006, 47 (47) :8201-8203
[5]  
Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO
[6]  
2-A
[7]  
Bilokin YV, 2000, HETEROCYCL COMMUN, V6, P409
[8]   Radical reactions with 3H-quinazolin-4-ones:: synthesis of deoxyvasicinone, mackinazolinone, luotonin A, rutaecarpine and tryptanthrin [J].
Bowman, W. Russell ;
Elsegood, Mark R. J. ;
Stein, Tobias ;
Weaver, George W. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (01) :103-113
[9]   Quinazolin-4-one α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor antagonists:: Structure-activity relationship of the C-2 side chain tether [J].
Chenard, BL ;
Welch, WM ;
Blake, JF ;
Butler, TW ;
Reinhold, A ;
Ewing, FE ;
Menniti, FS ;
Pagnozzi, MJ .
JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (11) :1710-1717
[10]   Synthesis of quinazolinones and quinazolines [J].
Connolly, DJ ;
Cusack, D ;
O'Sullivan, TP ;
Guiry, PJ .
TETRAHEDRON, 2005, 61 (43) :10153-10202
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