Reactions of Trimethylsilylthiazoles with Ketens: A New Route to Regioselective Functionalisation of the Thiazole Ring

DOI: 10.1039/c39810000655

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 655 - 656 (1981)

Update date:2022-07-29

Topics:

Authors:

Medici, Alessandro

Pedrini, Paola

Dondoni, Alessandro

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/c39810000655

2-Trimethylsilylthiazole (2) and 2,5-bis(trimethylsilyl)thiazole (6) undergo ipso-substitution of the 2-SiMe3 group with various ketens affording the thiazolyl-trimethylsiloxy-ethylenes (3) and (7), respectively, which are hydrolysed to the 2-acylthiazoles (4), whereas 5-trimethylsilylthiazole (8) undergoes attack at C-2 by dichloroketen giving the Michael-type adduct 2-dichloroacetyl-5-trimethylsilylthiazole (9c).

Full text of DOI:10.1039/c39810000655

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:Thiazole, 2-[2,2-diphenyl-1-[(trimethylsilyl)oxy]ethenyl]-

Cas No:79265-31-9

R&D Labs maybe for 79265-31-9

Foreschem Co., Ltd

Contact:+86-533-3112891

Address:zibo
Weihao Chemtech (ChangZhou) Co., Ltd.(expird)

Contact:051989185693

Address:NO 217 huangshan Rd ,Changzhou
Qingzhou Baibang import and export co.,Ltd

Contact:+86-536-3265899

Address:No.338, Tuoshan Road
HUNAN OUYA BIOLOGICAL CO.,LTD

Contact:+8613400661290

Address:No 908,Kangwan Rd, Liuyang Economic
SAGECHEM LIMITED

website:http://www.sagechem.com

Contact:+86-571-86818502

Address:Room C1301, New Youth Plaza, 8 Jia Shan Road, Hangzhou, China

Relevant to this article

TfOH promoted reactions of vinyl gem-dichlorocyclopropanes with arenes: access to aryl gem-dichloropentenes

Doi:10.1016/j.tetlet.2016.08.008
(2016)
Visible-light photoredox-mediated oxidation of N-methyl tertiaryamines under catalyst free conditions: Direct synthesis of methylene-bridged bis-1,3-dicarbonyl compounds

Doi:10.1016/j.cclet.2014.01.021
(2014)
Enantioselective synthesis of γ-hydroxysilanes, 1,3-diols and cyclopropanes by reaction of a chiral epoxide with a racemic α-silyl organolithium reagent

Doi:10.1016/S0040-4039(00)78483-8
(1994)
Designing bifunctional NOP receptor-mu opioid receptor ligands from NOP-receptor selective scaffolds. Part II

Doi:10.1016/j.bmc.2014.02.047
(2014)
Regiocontrolled synthesis of poly(3-alkylthiophenes) mediated by Rieke zinc: Their characterization and solid-state properties

Doi:10.1021/ja00106a027
(1995)
A streamlined synthesis of 2,3-dihydrobenzofurans via the ortho-quinone methides generated from 2-alkyl-substituted phenols

Doi:10.1002/adsc.201300830
(2014)

Article Doi