Base Mediated Tandem Vinylogous Addition and Cyclization of γ-Phosphonyl/Sulfonyl Crotonates and Ynones: Synthesis of Functionalized 2-Pyrones | Zendy

Matam Parameshwar | Zendy; Manda Rajesh | Zendy; Balasubramanian Sridhar | Zendy; Maddi Sridhar Reddy | Zendy

Open Access

Base Mediated Tandem Vinylogous Addition and Cyclization of γ-Phosphonyl/Sulfonyl Crotonates and Ynones: Synthesis of Functionalized 2-Pyrones

Author(s) -

Matam Parameshwar,

Manda Rajesh,

Balasubramanian Sridhar,

Maddi Sridhar Reddy

Publication year - 2019

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.9b02874

Subject(s) - sulfonyl , chemistry , substituent , tandem , olefin fiber , glycine , base (topology) , stereochemistry , pyrone , medicinal chemistry , organic chemistry , amino acid , mathematics , catalysis , mathematical analysis , alkyl , materials science , composite material , biochemistry

A general method for highly functionalized 2-pyrones via a base-mediated sequential vinylogous addition and cyclization of γ-phosphonyl/sulfonyl crotonates and ynones are described. An exclusive E-geometry with respect to the newly generated olefin substituent at C3 of pyrone was observed. Imino glyoxalates and glycine imines similarly reacted with ynones to deliver 3-imino pyrones.

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