Cycloadditions of 1-iminylphosphirane complexes with allenes |
| |
Authors: | Juan Li Mingyue Cui Rongqiang Tian Zheng Duan Fran ois Mathey |
| |
Affiliation: | College of Chemistry, Green Catalysis Center, International Phosphorus Laboratory, International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province, Zhengzhou University, Zhengzhou 450001, China |
| |
Abstract: | A cascade carbonylative ring expansion and [2 + 2]/[4 + 2] cycloaddition of strained 1-iminylphosphirane complexes with aryl allenes were reported. The carbonylative ring expansion of 1-iminylphosphirane complexes provides an azaphosphacyclohexone complex intermediate with a C=P double bond. The following [2 + 2] or dearomatic [4 + 2] cycloaddition of this intermediate with allenes is modulated by the aryl substituents on the imino carbon. The regioselective [2 + 2] cycloaddition with 1,1-diarylallene provides an entry to bicyclo[4.2.0]octan-4-one skeletons featuring a four-membered phosphacyclobu-tane moiety. While dearomatic [4 + 2] cycloaddition was preferred with less aromatic naphthalene and yielded octahydrochrysene skeleton containing heteroatoms. |
| |
Keywords: | Phosphirane Allene Ring expansion Cycloaddition Carbonylative Heterocycle |
本文献已被 维普 ScienceDirect 等数据库收录! |
| 点击此处可从《中国化学快报》浏览原始摘要信息 |
|
点击此处可从《中国化学快报》下载全文 |