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 for this work

25 Citations (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.

Original language	English
Journal	Tetrahedron Letters
Volume	39
Issue number	15
Pages (from-to)	2207-2210
Number of pages	4
ISSN	0040-4039
DOIs	https://doi.org/10.1016/S0040-4039(98)00176-2
Publication status	Published - 9 Apr 1998

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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.",

author = "Patrick Garibay and John Nielsen and Thomas Hoeg-Jensen",

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T1 - Decarboxylation-based traceless linking with Aroyl acrylic acids

AU - Garibay, Patrick

AU - Nielsen, John

AU - Hoeg-Jensen, Thomas

PY - 1998/4/9

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

AN - SCOPUS:0032499144

SN - 0040-4039

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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