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. 2019 Sep 27;9(53):30659-30665.
doi: 10.1039/c9ra06778g. eCollection 2019 Sep 26.

Transition metal-free one-pot synthesis of substituted pyrroles by employing aza-Wittig reaction

Chetna Jadala  1 , Budaganaboyina Prasad  2 , A V G Prasanthi  2 , Nagula Shankaraiah  1 , Ahmed Kamal  1   2   3
Affiliations

Transition metal-free one-pot synthesis of substituted pyrroles by employing aza-Wittig reaction

Chetna Jadala et al. RSC Adv. .

Abstract

A mild and metal-free one-pot synthetic strategy has been developed for the construction of substituted pyrroles by employing aza-Wittig reaction from a unique and unexplored combination of chromones and phenacyl azides. This method does not compromise the diverse substitutions on both the phenacyl azides and chromones. The merits of this method are wide substrate scope, easy functionalization, short reaction time, operationally simple, and higher yields. Moreover, this method is amenable for the generation of a library of key pyrrole building blocks.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Fig. 1
Fig. 1. Representative examples of pyrrole based pharmaceutical derivatives.
Scheme 1
Scheme 1. Synthesis of substituted functionalized pyrroles. (a) Isocyanide and alkyne cycloaddition, (b) chromones and isocyanides and (c) the method described in the manuscript.
Scheme 2
Scheme 2. Gram scale synthesis of 4b.
Scheme 3
Scheme 3. Plausible reaction pathway.
See this image and copyright information in PMC

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