Multicomponent Methanolysis Reaction for the Synthesis Pyrrole and Pyrolizine Derivatives via Intermolecular (3 + 2) Cycloaddition

A transition‐metal‐free and a mild multicomponent methanolysis protocol has been developed to access pyrrole and pyrolizine derivatives from readily available substrates ninhydrin, alkyne and amine. The reaction works well with both primary and secondary amines with a simple variation in temperature...

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Bibliographic Details
Published in:ChemistrySelect (Weinheim) 2017-12, Vol.2 (34), p.11218-11222
Main Authors: Shirsat, Prashishkumar K., Khomane, Navnath B., Mali, Prakash R., Maddi, Raghavender Reddy, Nanubolu, Jagadeesh Babu, Meshram, Harshadas M.
Format: Article
Language:English
Subjects:
Dienophile
Heterocycles
Methanol
N-ylide
Synthetic methodologies
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Summary:A transition‐metal‐free and a mild multicomponent methanolysis protocol has been developed to access pyrrole and pyrolizine derivatives from readily available substrates ninhydrin, alkyne and amine. The reaction works well with both primary and secondary amines with a simple variation in temperature. The reaction is proposed to go through a (3+2) cycloaddition reaction via azomethine ylide intermediate. One pot multicomponent reaction for the efficient and convenient synthesis of heterocyclic pyrrole and pyrolizine derivatives by using easily available starting material and simple reaction condition. Further, this methanolysis reaction is go through a (3+2) cycloaddition reaction via formation of azomethine ylide intermediate.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201702729