Publication:
Convenient synthesis of α,β-unsaturated γ-butyrolactones and γ-butyrolactams via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams using 1,3-diiodo-5,5-dimethylhydantoin

Issued Date

2015-01-01

Resource Type

Article

ISSN

14770520

DOI

10.1039/c5ob01574j

Other identifier(s)

2-s2.0-84947460141

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Organic and Biomolecular Chemistry. Vol.13, No.45 (2015), 11087-11095

Suggested Citation

Supasorn Phae-Nok, Chutima Kuhakarn, Manat Pohmakotr, Vichai Reutrakul, Darunee Soorukram Convenient synthesis of α,β-unsaturated γ-butyrolactones and γ-butyrolactams via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams using 1,3-diiodo-5,5-dimethylhydantoin. Organic and Biomolecular Chemistry. Vol.13, No.45 (2015), 11087-11095. doi:10.1039/c5ob01574j Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/35520

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Title

Convenient synthesis of α,β-unsaturated γ-butyrolactones and γ-butyrolactams via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams using 1,3-diiodo-5,5-dimethylhydantoin

Author(s)

Supasorn Phae-Nok
 Chutima Kuhakarn
 Manat Pohmakotr
 Vichai Reutrakul
 Darunee Soorukram

Other Contributor(s)

Mahidol University

Abstract

© 2015 The Royal Society of Chemistry. A convenient synthetic approach to α,β-unsaturated γ-butyrolactones and α,β-unsaturated γ-butyrolactams is developed. The reaction proceeds via decarboxylative iodination of paraconic acids and β-carboxyl-γ-butyrolactams, employing 1,3-diiodo-5,5-dimethylhydantoin (DIH) under irradiation, followed by dehydroiodination of β-iodo-γ-butyrolactones and γ-butyrolactams providing good yields of α,β-unsaturated γ-butyrolactones and γ-butyrolactams, which are synthetically useful building blocks in organic synthesis.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/35520

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