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
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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