A NEW METHOD FOR THE CONSTRUCTION OF INDOLE NUCLEUS

被引：15
作者：
IWAO, M
机构：
[1] Department of Chemistry, Faculty of Liberal Arts, Nagasaki University, Nagasaki, 852
来源：
HETEROCYCLES | 1994年 / 38卷 / 01期
关键词：
D O I：
10.3987/COM-93-6563
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Directed lithiation of N-tert-butoxycarbonylanilines and subsequent reaction with 1-tert-butyldimethylsilyl-1-phenylsulfinylethene gave the conjugate addition products which, without isolation, were cyclized to 1-tert-butoxycarbonyl-2-phenylthioindolines under thermal sila-Pummerer reaction conditions.
引用
收藏
页码：45 / 50
页数：6
相关论文
共 33 条
[1]   THE SYNTHESIS OF KETONES VIA ALPHA-SILYL SULFIDES [J].
AGER, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (02) :195-203
[2]   SYNTHESIS OF ALDEHYDES FROM PHENYLTHIOTRIMETHYLSILYLMETHANE [J].
AGER, DJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (06) :1131-1136
[3]   PYRROLE-2,3-QUINODIMETHANE ANALOGS IN THE SYNTHESIS OF INDOLES .2. SYNTHESIS AND DIELS-ALDER REACTIONS OF 1,6-DIHYDROPYRANO[4,3-B]PYRROL-6(1H)-ONES [J].
ANDREWS, JFP ;
JACKSON, PM ;
MOODY, CJ .
TETRAHEDRON, 1993, 49 (33) :7353-7372
[4]   THE REACTION OF VINYL GRIGNARD-REAGENTS WITH 2-SUBSTITUTED NITROARENES - A NEW APPROACH TO THE SYNTHESIS OF 7-SUBSTITUTED INDOLES [J].
BARTOLI, G ;
PALMIERI, G ;
BOSCO, M ;
DALPOZZO, R .
TETRAHEDRON LETTERS, 1989, 30 (16) :2129-2132
[5]   SECONDARY BETA-AMINOBENZAMIDE AND HETEROATOM DIRECTED LITHIATION IN THE SYNTHESIS OF 5,6-DIMETHOXYANTHRANILAMIDES AND RELATED-COMPOUNDS [J].
BENGTSSON, S ;
HOGBERG, T .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (19) :4549-4553
[6]   CC-1065 PARTIAL STRUCTURES - ENHANCEMENT OF NONCOVALENT AFFINITY FOR DNA MINOR GROOVE BINDING THROUGH INTRODUCTION OF STABILIZING ELECTROSTATIC INTERACTIONS [J].
BOGER, DL ;
SAKYA, SM .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (04) :1277-1284
[7]   PREPARATION AND REACTIONS OF SULFOXIDES AND PHOSPHINE OXIDES CONTAINING SILICON AND GERMANIUM [J].
BROOK, AG ;
ANDERSON, DG .
CANADIAN JOURNAL OF CHEMISTRY, 1968, 46 (12) :2115-&
[8]   MIXED COPPER, ZINC-2-AMINO BENZYLIC ORGANOMETALLICS AS EFFICIENT REAGENTS FOR THE SYNTHESIS OF HETEROCYCLES [J].
CHEN, HG ;
HOECHSTETTER, C ;
KNOCHEL, P .
TETRAHEDRON LETTERS, 1989, 30 (36) :4795-4798
[9]   SYNTHESIS OF QUINOLINES VIA ORTHO-LITHIATED N-ACYLANILINES - A MODIFIED FRIEDLANDER SYNTHESIS [J].
CHO, IS ;
GONG, LY ;
MUCHOWSKI, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (26) :7288-7291
[10]  
CLARK RD, 1991, SYNTHESIS-STUTTGART, P871
1234