Heterocycles

Unexpected Tandem Reaction of New Type Morita-Baylis-Hillman Adducts Promoted by [Hmim] HSO4/NaNO3 System

W Zhong, G Wang, K Chen

Index: Zhong, Weihui; Wang, Guan; Chen, Kai Heterocycles, 2012 , vol. 85, # 1 p. 43 - 56

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Abstract

Abstract–A tandem reaction of new type Baylis-Hillman adducts 1 was prompted by ionic liquid [Hmim] HSO4/NaNO3 system and the unexpected products 6-aryl-2H-pyran-3- carboxylates 2 and imidazolium salts 3 were efficiently formed via the rearrangement and substitution reaction. While mediated by [Emim] HSO4/NaNO3 system, the key intermediates 4 were isolated. A plausible mechanism for the transformation was given.