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Barton‐Zard Pyrrole Synthesis
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Abstract
Synthesis of 2‐substituted pyrroles (2‐pyrrole‐carboxylates or 2‐sulfonyl pyrroles) via the basic condensation between alkyl isocyanoacetate (or tosylmethyl isocyanide) and α,β‐unsaturated nitroalkenes (or β‐nitroacetates) is generally referred as the Barton‐Zard pyrrole synthesis. This reaction has been reported to be very favorable for the synthesis of pyrroles with various substituents at the β positions (R2 and R3). The yield of this reaction has been found to be generally high. This method has been utilized for preparing polypyrroles and porphyrins fused with various aromatic rings or bicyclic frameworks, which are used as functional dyes.
Title: Barton‐Zard Pyrrole Synthesis
Description:
Abstract
Synthesis of 2‐substituted pyrroles (2‐pyrrole‐carboxylates or 2‐sulfonyl pyrroles) via the basic condensation between alkyl isocyanoacetate (or tosylmethyl isocyanide) and α,β‐unsaturated nitroalkenes (or β‐nitroacetates) is generally referred as the Barton‐Zard pyrrole synthesis.
This reaction has been reported to be very favorable for the synthesis of pyrroles with various substituents at the β positions (R2 and R3).
The yield of this reaction has been found to be generally high.
This method has been utilized for preparing polypyrroles and porphyrins fused with various aromatic rings or bicyclic frameworks, which are used as functional dyes.
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