Construction of N -Ferrocene Substituted Benzodihydrooxazoles via a Catalyst-Free Aza-Michael Addition/C(sp 3 )-O Bond Formation Tandem Reaction.
Mingliang ZhangPin ZhaoQilv LiuXinlei LiuJingya HuDongqing WuLantao LiuPublished in: Molecules (Basel, Switzerland) (2023)
A catalyst-free aza-Michael addition/C(sp 3 )-O bond formation tandem reaction of substituted amino ferrocenes with quinone esters was developed, which provided a green and efficient strategy for the construction of a C(sp 3 )-O bond from C(sp 3 )-H, and a series of N -ferrocene-substituted benzodihydrooxazoles were smoothly produced in moderate to excellent yields (up to >99% yield). The mechanism experiments showed that quinone esters performed as both substrate and oxidant. The salient features of this transformation include good functional group tolerance, broad substrate scope and mild conditions.