铜催化的邻炔丙基肟与磺酰叠氮化物向α,β-不饱和N-酰基脒的串联转化反应

Copper-catalyzed cascade transformation of O-propargylic oximes with sulfonyl azides to α,β-unsaturated N-acylamidines.

作者信息

Zhang Dong, Nakamura Itaru, Terada Masahiro

机构信息

Department of Chemistry, Graduate School of Science, Tohoku University , Sendai 980-8578, Japan.

出版信息

Org Lett. 2014 Oct 3;16(19):5184-7. doi: 10.1021/ol502541w. Epub 2014 Sep 16.

DOI:10.1021/ol502541w

PMID:25226502

Abstract

Copper-catalyzed cascade transformations of O-propargylic oximes and sulfonyl azides were carried out to efficiently afford α,β-unsaturated N-acylamidines. The reaction involved the intramolecular attack of the oxime group to the ketenimine moiety that was generated in situ, followed by the cleavage of the N-O bond.

摘要

通过铜催化的O-炔丙基肟与磺酰叠氮化物的串联转化反应，高效地合成了α,β-不饱和N-酰基脒。该反应涉及肟基团对原位生成的烯酮亚胺部分的分子内进攻，随后N-O键断裂。