Ru(ii)-catalyzed regioselective oxidative Heck reaction with internal olefins that tolerated strongly coordinating
Ci Chen1, Qiaoya Zhang1, Zhiwei Huang1
1School of Chemical Engineering and Light Industry, Guangdong University of Technology No. 100 Waihuan Xi Road Guangzhou Higher Education Mega Center Guangzhou 510006 China xwli@gdut.edu.cn.
Abstract:
The oxidative Heck reaction of strongly coordinating heterocycles with internal olefins often led to elusive reactivity and regioselectivity. Herein, by judicious choice of X-type directing groups under Ru(ii) catalysis, we achieved the regioselective oxidative Heck reaction of strongly coordinating heterocycles with sterically demanding internal olefins. It was postulated that the "match/mismatch effect" of sterically demanding internal olefins as coupling partners and subsequent kinetically favoured Michael addition or oxidative aromatization act as driving forces to facilitate the desired reactivity and site-selectivity.
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