DBU-catalyzed annulation strategy for modular assembly of 2,3-difunctionalized dihydrobenzofurans
Lili Yuan1,2, Jie Wang2, Qiang Tang2,3
1Department of Chemical and Pharmaceutical Engineering, Hefei Normal University, Hefei, 230601, P. R. China.
Abstract:
An organocatalytic approach for the construction of 2,3-dihydrobenzofuran scaffold through a formal [4 + 1] annulation of 2-(2-nitrovinyl)phenols and α-bromoacetophenones in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) has been developed. This protocol could be easily performed in one mmol scale, giving a broad range of 2,3-dihydrobenzofuran derivatives in moderate to excellent yields and remarkable diastereoselectivity (>20 : 1 dr in general) with good functional group tolerance.
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