Electrophilic alpha-p-tolylhydrazonylation of tert-butyl alkanoates and tertiary alkanamides with tert-butyl p-tolylazo sulfide

被引:9
作者
DellErba, C [1 ]
Novi, M [1 ]
Petrillo, G [1 ]
Tavani, C [1 ]
机构
[1] CNR,CTR STUDIO CHIM COMPOSTI CICLOALIFAT & AROMAT,DIPARTIMENTO CHIM & CHIM IND,I-16146 GENOA,ITALY
关键词
D O I
10.1016/0040-4020(96)00219-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of the enolates of tert-butyl alkanoates 2 and N,N-dialkylalkanamides 3 with tert-butyl p-tolylazo sulfide 1 in THF furnish good yields of the corresponding alpha-p-tolylhydrazonylated esters 4 and amides 5. Results are reported showing the possible transformation of 4 and 5 into the N-methylated derivatives 8 and 9 and the subsequent deblocking of the protected carbonyl function to the corresponding 2-oxoalkanoates 10 and 2-oxoalkanamides 11. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:5889 / 5898
页数:10
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