Generation of allenylthioketene S,S-dioxides through [3,3] sigmatropic rearrangement of alkynyl propargyl sulfones

被引：8

作者：

Aoyagi, Shigenobu ^{[1
]}

Koyanagi, Makoto ^{[1
]}

Takahashi, Megumi ^{[1
]}

Shimada, Kazuaki ^{[1
]}

Takikawa, Yuji ^{[1
]}

机构：

[1] Iwate Univ, Fac Engn, Dept Chem Engn, Morioka, Iwate 0208551, Japan

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 11期

关键词：

D O I：

10.1016/j.tetlet.2007.01.087

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Thioketene S,S-dioxides 2 were successfully generated through [3,3] sigmatropic rearrangement of alkynyl propargy] sulfones 1 and the formation of 2 was confirmed by trapping experiment using cyclohexene or allyltrimethylsilane affording a [2+2] cycloadduct 5. In situ generated thioketene S,S-dioxides 2 underwent facile conversion into allenynes 3 in moderate yields, via formation and subsequent [1,2] shift of vinylidene carbenes. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：1915 / 1918

页数：4

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