A NEW CONVENIENT METHOD TO OBTAIN PYRROLES FROM TERTIARY N-ALLYLTHIOAMIDES

被引:9
作者
MAGEDOV, IV
KORNIENKO, AV
ZOTOVA, TO
DROZD, VN
机构
[1] Department of Organic Chemistry, Timiryazev Agricultural Academy, Moscow, 127550
关键词
D O I
10.1016/0040-4039(95)00800-R
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,2-Disubstituted pyrroles 1 were synthesized from available thioamides 4. Thioamides were initially treated with either alkylating agents or Lewis acids to give salts 5 or complexes 12 which were subsequently reacted with base to yield pyrroles 1.
引用
收藏
页码:4619 / 4622
页数:4
相关论文
共 22 条
[1]  
ANNANDE JCL, 1977, TETRAHEDRON LETT, P897
[2]  
[Anonymous], 1984, COMPREHENSIVE HETERO
[3]   DIPOLE-STABILIZED CARBANIONS FROM A METHYL THIO ESTER AND A METHYLAMIDE [J].
BEAK, P ;
FARNEY, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (14) :4771-4772
[4]   DIPOLE STABILIZED CARBANIONS - N-METHYL CARBOXAMIDES [J].
BEAK, P ;
BRUBAKER, GR ;
FARNEY, RF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (12) :3621-3627
[5]   METALATION AND ELECTROPHILIC SUBSTITUTION OF AMINE DERIVATIVES ADJACENT TO NITROGEN - ALPHA-METALLO AMINE SYNTHETIC EQUIVALENTS [J].
BEAK, P ;
ZAJDEL, WJ ;
REITZ, DB .
CHEMICAL REVIEWS, 1984, 84 (05) :471-523
[6]   FORMATION, STRUCTURES, AND REACTIONS OF SELECTED ALPHA'-LITHIOALLYL AMIDES [J].
BEAK, P ;
LEE, B .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (02) :458-464
[7]  
BEAK P, 1977, TETRAHEDRON LETT, V98, P1839
[8]  
GURYANOVA EN, 1973, DONORNO AKTSEPTORNAY, P400
[9]   METALATED ALLYLUREA WITH STERICALLY PROTECTED CARBONYL GROUP AS NOVEL D3-REAGENT [J].
HASSEL, T ;
SEEBACH, D .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1979, 18 (05) :399-400
[10]  
HASSEL T, 1977, HELV CHIM ACTA, V61, P2237