Stereoselective Synthesis of Acyclic Tetrasubstituted Alkenes from Anilines by Dearomatization and Trimethylenemethane Cycloaddition
作者:Lei Li、Qiuqin He、Renhua Fan
DOI:10.1021/acs.orglett.1c03974
日期:2022.1.14
A method for stereoselective construction of acyclic all-carbon tetrasubstituted alkenes through insertion of nitrile-substituted trimethylenemethane into the aryl C–N bond in anilines via an aromaticity destruction-reconstruction process is reported. The process involves dearomatization, azo-[3 + 2] TMM cycloaddition and aromatization-triggered rearrangement.
efficient copper-catalyzed tandem aminobenzannulation of dienyne has been accomplished employing sulfonyl azides as a coupling partner. The reaction involves the formation of both C–C and C–N bonds via the initial generation of copper-catalyzed ketenimine from terminal alkyne and sulfonyl azide followed by electrocyclic ring closure and aromatization. The developed reaction is operationally simple and