Insertion of Benzynes into the P=N Bond of P-Alkenyl(alkynyl)-λ5-phosphazenes

被引：31

作者：

Alajarin, Mateo ^{[1
]}

Lopez-Leonardo, Carmen ^{[1
]}

Raja, Rosalia ^{[1
]}

Orenes, Raul-Angel ^{[2
]}

机构：

[1] Univ Murcia, Dept Quim Organ, Fac Quim, E-30100 Murcia, Spain

[2] Univ Murcia, Serv Apoyo Invest SAI, E-30100 Murcia, Spain

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 20期

关键词：

2+2 CYCLOADDITION; NITRILE OXIDES; 1,3-DIPOLAR CYCLOADDITION; MOLECULAR-STRUCTURE; COUPLING REACTION; ARYNES; AMINOPHOSPHANES; REGIOSELECTIVITY; CLEAVAGE; KETONES;

D O I：

10.1021/ol202395s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzynes, generated from 2-(trimethylsilyl)phenyl triflates, have been found to react with P-Alkenyl-lambda(5)-phosphazenes via a formal pi-insertion into the P=N bond. A subsequent retro [2 + 2] cycloaddition/6 pi electrocyclization/protonation cascade explains the formation of the resulting 1, 4-benzazaphosphorinium trifiates. P-Alkynyi lambda(5)-phosphazenes and phosphane sulfides undergo similar transformations.

引用

收藏

页码：5668 / 5671

页数：4

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