Solid-phase synthesis of substituted cinnolines by a Richter type cleavage protocol

被引:56
作者
Bräse, S [1 ]
Dahmen, S [1 ]
Heuts, J [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
solid-phase synthesis; cinnolines; heterocycles; triazenes;
D O I
10.1016/S0040-4039(99)01166-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Starting from triazene bound ortho-halo arenes on a solid support, palladium-catalyzed alkynylations and subsequent cleavage reactions under acidic conditions give rise to ortho-alkynylaryldiazonium salts, which in turn undergo cyclization to afford substituted 4-halo- and 4-hydroxycinnolines in moderate to good yields. The method is applicable to automated synthesis. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6201 / 6203
页数:3
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