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Published on: June 21, 2017
Intermolecular oxidative decarbonylative [2 + 2 + 2] carbocyclization of N-(2-ethynylaryl)acrylamides with tertiary
Yang Li1, Gao-Hui Pan1, Ming Hu1
1State Key Laboratory of Chemo/Biosensing and Chemometrics , Hunan University , Changsha 410082 , China . Email: srj0731@hnu.edu.cn ; Email: jhli@hnu.edu.cn; Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle , Nanchang Hangkong University , Nanchang 330063 , China.
Abstract:
A new metal-free oxidative decarbonylative [2 + 2 + 2] carbocyclization of N-(2-ethynylaryl)acrylamides with tertiary and secondary alkyl aldehydes is described. This reaction enables the formation of three new C-C bonds in a single reaction by a sequence of oxidative decarbonylation, radical addition across C-C unsaturated bonds, C-H functionalization and annulation, and represents the first oxidative decarbonylative [2 + 2 + 2] carbocyclization approach using tertiary and secondary alkyl aldehydes as a two carbon unit for assembling six-membered carbocycle-fused polycycles.
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