Unexpected Product from the Dakin-West Reaction of N-Acylprolines using Trifluoroacetic Anhydride: A Novel Access to 5-Trifluoromethyloxazoles

DOI: 10.1016/0040-4039(93)89032-L

Source and publish data:

Tetrahedron Letters p. 859 - 862 (1993)

Update date:2022-08-03

Topics:

Authors:

Kawase, Masami

Miyamae, Hiroshi

Narita, Mariko

Kurihara, Teruo

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

Article abstract of DOI:10.1016/0040-4039(93)89032-L

The base-catalyzed reaction of N-acylprolines with trifluoroacetic anhydride proceeds through mesoionic 1,3-oxazolium-5-olates followed by the pyrrolidine ring cleavage to afford the 5-trifluoromethyloxazoles in good yields.Key Words: N-acylproline; oxazo

Full text of DOI:10.1016/0040-4039(93)89032-L

Products guided by the article

Product name:Trifluoro-acetic acid 3-[2-((E)-1-methyl-2-phenyl-vinyl)-5-trifluoromethyl-oxazol-4-yl]-propyl ester

Cas No:1027236-20-9

R&D Labs maybe for 1027236-20-9

Ji'an Kexin Trade Co., Ltd.(expird)

Contact:86-0796-8187704 18507063190

Address:ji'an jiangxi
Jiangsu Seed Chem Co.,Ltd.

Contact:86-513-84128750/13773795976

Address:No.48.Youyi West Road ,Rudong Development Zone,Jiangsu Province,China
Xian Lyphar Biotech Co., Ltd.

Contact:0086-29-89196322

Address:North of the Fifth Keji Road, Hi-Tech Industrial Zone, Xi'an City, Shaanxi Province, China
Suzhou SuKaiLu Chemical Technology Co., Ltd.

Contact:+86-512-62766020

Address:Floor 4, Building 1, Xinyi Pharmaceutical Valley Wisdom Industrial Park, 415 Changyang Street, Suzhou Industrial Park, Jiangsu Province
Beijing Chemdow Co., Ltd

website:http://www.chemdow.com

Contact:0086-10-82435335

Address:Room 401,Unit 3,4th Floor,Shangdijiayuan,Shangdi East Road, Haidian District,Beijing

Relevant to this article

Doi:10.1021/jo01344a006
(1966)
Substituted 3-(phenylsulfonyl)-1-phenylimidazolidine-2,4-dione derivatives as novel nonpeptide inhibitors of human heart chymase

Doi:10.1021/jm960793t
(1997)
Synthesis and biological activity of novel cephalosporins containing a (Z)-vinyl dimethylphosphonate group

Doi:10.7164/antibiotics.48.73
(1995)
1,4,5,6,7,8-Hexahydroquinolines and 5,6,7,8-tetrahydronaphthalenes: A new class of antitumor agents targeting the colchicine binding site of tubulin

Doi:10.1016/j.bioorg.2020.103831
(2020)
Highly potent geminal bisphosphonates. From pamidronate disodium (Aredia) to zoledronic acid (Zometa)

Doi:10.1021/jm020819i
(2002)
Potential antitumor agents. 39. Anilino ring geometry of amsacrine and derivatives: Relationship to DNA binding and antitumor activity

Doi:10.1021/jm00365a014
(1983)

Article Doi