UNEXPECTED ELIMINATION TO ALPHA,BETA-ALKYNYLKETONES IN THE REACTION OF DIANIONS OF 1-ARYLENAMINONES WITH TRIMETHYLCHLOROSILANE

被引：6

作者：

BARTOLI, G ^{[1
]}

CIMARELLI, C ^{[1
]}

PALMIERI, G ^{[1
]}

BOSCO, M ^{[1
]}

DALPOZZO, R ^{[1
]}

机构：

[1] DIPARTIMENTO CHIM ORGAN A MANGINI,I-40136 BOLOGNA,ITALY

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 48期

关键词：

ARYLENAMINONE DIANIONS; SILICON ELECTROPHILES; ALKYNYL KETONES; ELIMINATION;

D O I：

10.1016/0040-4039(91)85048-A

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkynylketones were obtained in good yield from reaction of 3-(N-isopropylamino)-1-arylbut-2-en-1-ones with chlorotrimethylsilane. On the other hand, t-butyldimethylchlorosilane leads to gamma-silylated enaminones. Compounds arising from silicon attack at the oxygen atom are never observed. Evidences of the mechanistic pathway of the reaction are reported.

引用

页码：7091 / 7092

页数：2