Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins

Joana Gordo; João Avó; A. Jorge Parola; João C. Lima; António Pereira; Paula S. Branco

doi:10.1021/ol201983u

Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins

Joana Gordo, João Avó, A. Jorge Parola, João C. Lima, António Pereira, Paula S. Branco

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

76 Citations (Scopus)

Abstract

A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.

Original language	English
Pages (from-to)	5112-5115
Journal	Organic Letters
Volume	13
Issue number	19
DOIs	https://doi.org/10.1021/ol201983u
Publication status	Published - 7 Oct 2011

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10.1021/ol201983u

Cite this

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title = "Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins",

abstract = "A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.",

keywords = "DYES, RECOGNITION, SENSOR, CROSS-COUPLING REACTIONS, OPTICAL-PROPERTIES, FLUORESCENCE, HIGHLY EFFICIENT, DERIVATIVES, PHOTOCHEMISTRY, ORGANIC MATERIALS",

author = "Joana Gordo and Jo{\~a}o Av{\'o} and Parola, {A. Jorge} and Lima, {Jo{\~a}o C.} and Ant{\'o}nio Pereira and Branco, {Paula S.}",

year = "2011",

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journal = "Organic Letters",

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T1 - Convenient Synthesis of 3-Vinyl and 3-Styryl Coumarins

AU - Gordo, Joana

AU - Avó, João

AU - Parola, A. Jorge

AU - Lima, João C.

AU - Pereira, António

AU - Branco, Paula S.

PY - 2011/10/7

Y1 - 2011/10/7

N2 - A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.

AB - A variety of 2-hydroxy aldehydes on reaction with 3-butenoic acid afford in a one-pot reaction the corresponding 3-vinylcoumarins. As expected, extension of the delocalized pi-electron system accomplished by Heck coupling reactions with aryl halides results in an increased fluorescence of the compounds whose applicability is yet to be established.

KW - DYES

KW - RECOGNITION

KW - SENSOR

KW - CROSS-COUPLING REACTIONS

KW - OPTICAL-PROPERTIES

KW - FLUORESCENCE

KW - HIGHLY EFFICIENT

KW - DERIVATIVES

KW - PHOTOCHEMISTRY

KW - ORGANIC MATERIALS

U2 - 10.1021/ol201983u

DO - 10.1021/ol201983u

M3 - Article

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SN - 1523-7060

VL - 13

SP - 5112

EP - 5115

JO - Organic Letters

JF - Organic Letters

IS - 19

ER -