A novel approach to 1-aryl-2-(p-tolylazo)alkenes from alkyl aryl ketones

被引：18

作者：

Caposcialli, N ^{[1
]}

Dell'Erba, C ^{[1
]}

Novi, M ^{[1
]}

Petrillo, G ^{[1
]}

Tavani, C ^{[1
]}

机构：

[1] CNR, Dipartimento Chim & Chim Ind, Ctr Studio Chim Composti Cicloalifat & Aromat, I-16146 Genoa, Italy

来源：

TETRAHEDRON | 1998年 / 54卷 / 20期

关键词：

D O I：

10.1016/S0040-4020(98)00206-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Aryl-2-(p-tolylazo)alkenes were synthesized starting from alkyl aryl ketones in good overall yield. The employed three-step procedure involves: i) alpha-p-tolylhydrazonylation of ketone enolates with tert-butyl p-tolylazosulfide 1; ii) selective reduction of the carbonyl function of the obtained alpha-p-tolylhydrazono ketones 3 with NaBH4; iii) dehydration of the ensuing hydrazono alcohols 4 either in an Et2O/dil. H2SO4 two-phase system or in pyridine/acetic anhydride. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：5315 / 5324

页数：10

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