Abstract

AbstractA two‐step protocol for the synthesis of 15‐alkylidene and benzylidene derivatives of 14‐deoxy‐11,12‐didehydroandrographolide, which was conducted through a dehydration reaction of andrographolide and a vinylogous aldol condensation between α,β‐unsaturated butenolide moiety and benzaldehyde derivatives has been developed. Combining with various experiments on new catalysts for these reactions: the dehydration of andrographolide by concentrated H2SO4 and the vinylogous aldol reaction by K2CO3 in MeOH or a mixture of CH3COOH/pyrrolidine in MeOH, this research has determined the optimized conditions for those catalysts and the new approach to this aldol‐like reaction. All compounds synthesized were characterized by the analysis of IR, NMR, HRMS spectra.

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