One-carbon homologation of carboxylic acids via BtCH(2)TMS: A safe alternative to the Arndt-Eistert reaction

Authors
Katritzky, AR Zhang, SM Hussein, AHM Fang, YF Steel, PJ
Citation
Ar. Katritzky et al., One-carbon homologation of carboxylic acids via BtCH(2)TMS: A safe alternative to the Arndt-Eistert reaction, J ORG CHEM, 66(16), 2001, pp. 5606-5612
Citations number
35
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
16
Year of publication
2001
Pages
5606 - 5612
Database
ISI
SICI code
0022-3263(20010810)66:16<5606:OHOCAV>2.0.ZU;2-I
Abstract
Carboxylic acids are converted into the corresponding homologated acids or esters, using easily available 1-(trimethylsilylmethyl)benzotriazole (1) as a one-carbon synthon. The effectiveness of the reaction has been investiga ted on six aryl and seven alkyl carboxylic acids.