Furyl(aryl)methanes and their derivatives, part 22. Furan ring opening-indole ring closure: a new modification of the Reissert reaction for indole synthesis

被引:40
作者
Butin, AV [1 ]
Stroganova, TA [1 ]
Lodina, IV [1 ]
Krapivin, GD [1 ]
机构
[1] Kuban State Technol Univ, Krasnodar 350072, Russia
关键词
furans; Reissert reactions; indoles;
D O I
10.1016/S0040-4039(01)00066-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new modification of the Reissert reaction is reported. On treatment of 2-tosylaminobenzylfurans with ethanolic HCl, some indole derivatives have been obtained. The furan ring served as the origin of a carbonyl group in this reaction. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2031 / 2033
页数:3
相关论文
共 32 条
[1]   Furyl(aryl)methanes and their derivatives. Part 21: Cinnoline derivatives from 2-aminophenylbisfurylmethanes [J].
Abaev, VT ;
Gutnov, AV ;
Butin, AV ;
Zavodnik, VE .
TETRAHEDRON, 2000, 56 (45) :8933-8937
[2]  
Alvarez M, 1999, EUR J ORG CHEM, V1999, P1173
[3]   Synthesis of isobatzelline B [J].
Alvarez, M ;
Bros, MA ;
Joule, JA .
TETRAHEDRON LETTERS, 1998, 39 (07) :679-680
[4]   o-nitroaryl-bis(5-methylfur-2-yl)methanes as versatile synthons for the synthesis of nitrogen-containing heterocycles [J].
Butin, AV ;
Abaev, VT ;
Stroganova, TA ;
Gutnov, AV .
MOLECULES, 1997, 2 (04) :62-68
[5]  
Butin AV, 1997, KHIM GETEROTSIKL+, P1614
[6]  
Butin AV, 1995, KHIM GETEROTSIKL+, P1578
[7]   Acid catalyzed reactions of substituted salicylaldehydes with 2-methylfuran [J].
Butin, AV ;
Gutnov, AV ;
Abaev, VT ;
Krapivin, GD .
MOLECULES, 1999, 4 (02) :52-61
[8]   AN IMPROVED SYNTHESIS OF THE INDOLEQUINONE ANTICANCER AGENT EO9 [J].
COTTERILL, AS ;
MOODY, CJ ;
ROFFEY, JRA .
TETRAHEDRON, 1995, 51 (26) :7223-7230
[9]   Stereocontrolled total synthesis of (+)-paraherquamide B [J].
Cushing, TD ;
SanzCervera, JF ;
Williams, RM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (03) :557-579
[10]   A RAPID ROUTE TO ERGOT PRECURSORS VIA AZA-CLAISEN REARRANGEMENT [J].
DANISHEFSKY, SJ ;
PHILLIPS, GB .
TETRAHEDRON LETTERS, 1984, 25 (30) :3159-3162