One-Carbon Homologation of Carboxylic Acids via BtCH2TMS: A Safe Alternative to the Arndt-Eistert Reaction

…, S Zhang, AHM Hussein, Y Fang, PJ Steel

Index: Katritzky; Zhang; Haleem; Hussein; Fang; Steel Journal of Organic Chemistry, 2001 , vol. 66, # 16 p. 5606 - 5612

Full Text: HTML

Citation Number: 27

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 investigated on six aryl and seven alkyl carboxylic acids.

Related Articles:

Water works: an efficient palladium-catalyzed cross-coupling reaction between boronic acids and bromoacetate with aminophosphine ligand

[Peng, Zhi-Yong; Wang, Jian-Ping; Cheng, Jiang; Xie, Xiao-Min; Zhang, Zhaoguo Tetrahedron, 2010 , vol. 66, # 42 p. 8238 - 8241]

Pd-catalyzed decarboxylative cross-couplings of potassium malonate monoesters with aryl halides

[Feng, Yi-Si; Wu, Wei; Xu, Zhong-Qiu; Li, Yan; Li, Ming; Xu, Hua-Jian Tetrahedron, 2012 , vol. 68, # 9 p. 2113 - 2120]

BtCH2TMS-Assisted Homologation of Carboxylic Acids: A Safe Alternative to the Arndt-Eistert Reaction

[Katritzky, Alan R.; Zhang, Suoming; Fang, Yunfeng Organic Letters, 2000 , vol. 2, # 24 p. 3789 - 3791]

Palladium (O) and rhodium (I) catalysis of the carbonylation of unactivated bromides

[Woell, James B.; Alper, Howard Tetrahedron Letters, 1984 , vol. 25, # 35 p. 3791 - 3794]

Synthesis of Arylacetates from Benzylic Alcohols and Oxalate Esters through Decarboxylative Coupling

[Gruenberg, Matthias F.; Goossen, Lukas J. Chemistry - A European Journal, 2013 , vol. 19, # 23 p. 7334 - 7337]

More Articles...