Titanium-mediated carboxylation of alkynes with carbon dioxide

Yvan Six

doi:10.1002/ejoc.200390170

Titanium-mediated carboxylation of alkynes with carbon dioxide

Yvan Six

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

Abstract

The regioselective carboxylation of nonactivated internal alkynes can be performed with carbon dioxide under atmospheric pressure using a simple procedure based on the chemistry of Sato-type diisopropyloxytitanacyclopropenes. Various polysubstituted vinylcarboxylic acids and butenolides can be prepared in this way. In addition, this paper describes an experimental protocol for the preparation of solutions of (η²-cyclopentene)diisopropyloxytitanium. This complex also reacts with carbon dioxide, and mediates pinacol coupling of acetophenone.

Original language	English
Pages (from-to)	1157-1171
Number of pages	15
Journal	European Journal of Organic Chemistry
Issue number	7
DOIs	https://doi.org/10.1002/ejoc.200390170
Publication status	Published - 1 Jan 2003

Keywords

Carbon dioxide
Carbonylation
Lactones
Metallacycles
Titanium

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10.1002/ejoc.200390170

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title = "Titanium-mediated carboxylation of alkynes with carbon dioxide",

abstract = "The regioselective carboxylation of nonactivated internal alkynes can be performed with carbon dioxide under atmospheric pressure using a simple procedure based on the chemistry of Sato-type diisopropyloxytitanacyclopropenes. Various polysubstituted vinylcarboxylic acids and butenolides can be prepared in this way. In addition, this paper describes an experimental protocol for the preparation of solutions of (η2-cyclopentene)diisopropyloxytitanium. This complex also reacts with carbon dioxide, and mediates pinacol coupling of acetophenone.",

keywords = "Carbon dioxide, Carbonylation, Lactones, Metallacycles, Titanium",

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year = "2003",

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N2 - The regioselective carboxylation of nonactivated internal alkynes can be performed with carbon dioxide under atmospheric pressure using a simple procedure based on the chemistry of Sato-type diisopropyloxytitanacyclopropenes. Various polysubstituted vinylcarboxylic acids and butenolides can be prepared in this way. In addition, this paper describes an experimental protocol for the preparation of solutions of (η2-cyclopentene)diisopropyloxytitanium. This complex also reacts with carbon dioxide, and mediates pinacol coupling of acetophenone.

AB - The regioselective carboxylation of nonactivated internal alkynes can be performed with carbon dioxide under atmospheric pressure using a simple procedure based on the chemistry of Sato-type diisopropyloxytitanacyclopropenes. Various polysubstituted vinylcarboxylic acids and butenolides can be prepared in this way. In addition, this paper describes an experimental protocol for the preparation of solutions of (η2-cyclopentene)diisopropyloxytitanium. This complex also reacts with carbon dioxide, and mediates pinacol coupling of acetophenone.

KW - Carbon dioxide

KW - Carbonylation

KW - Lactones

KW - Metallacycles

KW - Titanium

U2 - 10.1002/ejoc.200390170

DO - 10.1002/ejoc.200390170

M3 - Article

AN - SCOPUS:0037391617

SN - 1434-193X

SP - 1157

EP - 1171

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 7

ER -

Titanium-mediated carboxylation of alkynes with carbon dioxide

Abstract

Keywords

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