Iodine-promoted synthesis of 3-arylindolizine-1-carboxylates from 2-(2-nitro-1-arylethyl) malonates and pyridine

Y Li, Z Zhou, W Ye, J Liu, J Yao…

Index: Li, Yun; Zhou, Zhengquan; Ye, Weijian; Liu, Juanjuan; Yao, Juan; Wang, Cunde Journal of Chemical Research, 2013 , vol. 37, # 9 p. 526 - 530

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Abstract

An efficient and straightforward one-pot synthetic protocol has been developed for the synthesis of 3-arylindolizine-1-carboxylates via 1, 3-dipolar annulation of 2-(2-nitro-1- arylethyl) malonates with pyridine and subsequent aromatisation in the presence of molecular iodine. The structure of methyl 3-(4-methoxyphenyl) indolizine-1-carboxylate (2a) and methyl 3-iodo-2-(4-nitrophenyl) indolizine-1-carboxylate (2f) was further confirmed by ...