On the structure of intermediate adducts arising from dithionite reduction of pyridinium salts: a novel class of derivatives of the parent sulfinic acid

被引:21
作者
Carelli, V
Liberatore, F
Scipione, L
Musio, R
Sciacovelli, O
机构
[1] Univ Rome La Sapienza, Dipartimento Studi Chim & Tecnol Sostanze Biologi, I-00185 Rome, Italy
[2] Univ Bari, Dipartmento Chim, CNR, Ctr Studi Metodol Innovat Sintesi Organ, I-70126 Bari, Italy
关键词
pyridinium salts; dithionite reduction; parent sulfinic acid derivatives; C-13 and O-17 NMR spectroscopy;
D O I
10.1016/S0040-4039(99)02251-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
C-13 and O-17 NMR spectroscopy show that adducts arising from dithionite reduction of 3- or 3,5-cyano- or carbamoyl-substituted pyridinium salts to the corresponding 1,4-dihydropyridines, are S-anions of esters of the simplest parent sulfinic acid. A pathway for formation of the 1,4-dihydropyridines, involving an intramolecular hydride transfer, is suggested. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1235 / 1240
页数:6
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