Synthesis of 5-Methylene-2-pyrrolones

Marco Paolo Jacinto; Patricio Pichling; Marc M. Greenberg

doi:10.1021/acs.orglett.8b02030

Synthesis of 5-Methylene-2-pyrrolones

Marco Paolo Jacinto
, Patricio Pichling
, Marc M. Greenberg

Krieger School of Arts and Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

A facile, one-pot synthetic method for the synthesis of 5-methylene-2-pyrrolones (5MPs) from inexpensive furfuryl acetate is described. Bromine oxidation and trapping of the in situ generated 1,4-dicarbonyl compound by a primary amine provided the corresponding 5MPs in 50-69% yield.

Original language	English (US)
Pages (from-to)	4885-4887
Number of pages	3
Journal	Organic Letters
Volume	20
Issue number	16
DOIs	https://doi.org/10.1021/acs.orglett.8b02030
State	Published - Aug 17 2018

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.8b02030

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title = "Synthesis of 5-Methylene-2-pyrrolones",

abstract = "A facile, one-pot synthetic method for the synthesis of 5-methylene-2-pyrrolones (5MPs) from inexpensive furfuryl acetate is described. Bromine oxidation and trapping of the in situ generated 1,4-dicarbonyl compound by a primary amine provided the corresponding 5MPs in 50-69\% yield.",

author = "Jacinto, \{Marco Paolo\} and Patricio Pichling and Greenberg, \{Marc M.\}",

note = "Publisher Copyright: Copyright {\textcopyright} 2018 American Chemical Society.",

year = "2018",

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doi = "10.1021/acs.orglett.8b02030",

language = "English (US)",

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journal = "Organic Letters",

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AU - Jacinto, Marco Paolo

AU - Pichling, Patricio

AU - Greenberg, Marc M.

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Y1 - 2018/8/17

N2 - A facile, one-pot synthetic method for the synthesis of 5-methylene-2-pyrrolones (5MPs) from inexpensive furfuryl acetate is described. Bromine oxidation and trapping of the in situ generated 1,4-dicarbonyl compound by a primary amine provided the corresponding 5MPs in 50-69% yield.

AB - A facile, one-pot synthetic method for the synthesis of 5-methylene-2-pyrrolones (5MPs) from inexpensive furfuryl acetate is described. Bromine oxidation and trapping of the in situ generated 1,4-dicarbonyl compound by a primary amine provided the corresponding 5MPs in 50-69% yield.

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UR - https://www.scopus.com/pages/publications/85051721968#tab=citedBy

U2 - 10.1021/acs.orglett.8b02030

DO - 10.1021/acs.orglett.8b02030

M3 - Article

C2 - 30063360

AN - SCOPUS:85051721968

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SP - 4885

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JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Synthesis of 5-Methylene-2-pyrrolones

Abstract

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