Decarboxylation-based traceless linking with Aroyl acrylic acids

Patrick Garibay; John Nielsen; Thomas Hoeg-Jensen

doi:10.1016/S0040-4039(98)00176-2

Decarboxylation-based traceless linking with Aroyl acrylic acids

Patrick Garibay^*, John Nielsen, Thomas Hoeg-Jensen

^*Corresponding author af dette arbejde

25 Citationer (Scopus)

Abstract

β-Keto carboxylic acids are known to decarboxylate readily. In our pursuit to synthesize β-indolinyl propiophenones, we have exploited this chemistry as a mean of establishing a traceless handle. 2-Aroyl acrylic acids have been esterified to a trityl resin, after which Michael-type addition of indolines have been performed. Upon cleavage, the products are decarboxylated, and the β-indolinyl propiophenones are isolated. The reaction conditions have been optimized, and a small library has been prepared.

Originalsprog	Engelsk
Tidsskrift	Tetrahedron Letters
Vol/bind	39
Udgave nummer	15
Sider (fra-til)	2207-2210
Antal sider	4
ISSN	0040-4039
DOI	https://doi.org/10.1016/S0040-4039(98)00176-2
Status	Udgivet - 9 apr. 1998

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10.1016/S0040-4039(98)00176-2

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Citationsformater

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title = "Decarboxylation-based traceless linking with Aroyl acrylic acids",

abstract = "β-Keto carboxylic acids are known to decarboxylate readily. In our pursuit to synthesize β-indolinyl propiophenones, we have exploited this chemistry as a mean of establishing a traceless handle. 2-Aroyl acrylic acids have been esterified to a trityl resin, after which Michael-type addition of indolines have been performed. Upon cleavage, the products are decarboxylated, and the β-indolinyl propiophenones are isolated. The reaction conditions have been optimized, and a small library has been prepared.",

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AU - Garibay, Patrick

AU - Nielsen, John

AU - Hoeg-Jensen, Thomas

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Y1 - 1998/4/9

N2 - β-Keto carboxylic acids are known to decarboxylate readily. In our pursuit to synthesize β-indolinyl propiophenones, we have exploited this chemistry as a mean of establishing a traceless handle. 2-Aroyl acrylic acids have been esterified to a trityl resin, after which Michael-type addition of indolines have been performed. Upon cleavage, the products are decarboxylated, and the β-indolinyl propiophenones are isolated. The reaction conditions have been optimized, and a small library has been prepared.

AB - β-Keto carboxylic acids are known to decarboxylate readily. In our pursuit to synthesize β-indolinyl propiophenones, we have exploited this chemistry as a mean of establishing a traceless handle. 2-Aroyl acrylic acids have been esterified to a trityl resin, after which Michael-type addition of indolines have been performed. Upon cleavage, the products are decarboxylated, and the β-indolinyl propiophenones are isolated. The reaction conditions have been optimized, and a small library has been prepared.

U2 - 10.1016/S0040-4039(98)00176-2

DO - 10.1016/S0040-4039(98)00176-2

M3 - Journal article

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VL - 39

SP - 2207

EP - 2210

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 15

ER -

Decarboxylation-based traceless linking with Aroyl acrylic acids

Abstract

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