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.
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收藏
页码：5668 / 5671
页数：4
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