Intermolecular oxidative decarbonylative [2 + 2 + 2] carbocyclization ofN-(2-ethynylaryl)acrylamides with tertiary and secondary alkyl aldehydes involving C(sp3)-H functionalization.
A new metal-free oxidative decarbonylative [2 + 2 + 2] carbocyclization ofN-(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.
State 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.
Yang
Y
Li
State 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.
Gao-Hui
GH
Pan
State 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.
Ming
M
Hu
State 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.
Bang
B
Liu
State 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.
Ren-Jie
RJ
Song
State 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 ; State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou 730000 , China.
Jin-Heng
JH
Li