1,2-Addition of Sulfur Nucleophiles to the N-Acylated Imine Linkage. A Model Study for the Incorporation of Sulfur Nucleophiles during Metabolism of Acylated Aromatic Amines

DOI: 10.1021/jo00300a002

Source and publish data:

Journal of Organic Chemistry p. 3969 - 3971 (1990)

Update date:2022-07-29

Topics:

Authors:

Clark, William M.

Swenton, John S.

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

Article abstract of DOI:10.1021/jo00300a002

The imine linkage of an acylated quinone imine ketal reacts with ethanethiol to afford an isolable addition product which subsequently rearranges by a facile 1,2-shift to afford an ortho-substituted aromatic amide.

Full text of DOI:10.1021/jo00300a002

Products guided by the article

Product name:N-(8-Cyano-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-yl)-benzamide

Cas No:127258-69-9

R&D Labs maybe for 127258-69-9

Guangzhou Flower's Song Fine Chemical CO,. Ltd

Contact:+86-20-87475199

Address:No.12, Fenghuang 3 Road, Jiulong Industrial Park, Luogang District, Guangzhou. China
Winchem Industrial Co. Ltd.(expird)

Contact:86-574-83851061 86-574-87083208

Address:Room 905, No.3 Building,East Business Center, 456 Xingning Road, Ningbo City,China
Shanghai Bocimed Pharmaceutical Co., Ltd.

website:http://www.bocimed.com

Contact:+86-21-68861632

Address:Building 1, Lane 647, Songtao Road, Zhangjiang High-Tech Park, Shanghai
TIANJIN NORTH JINHENG CHEMICAL PLANT.

Contact:0086-22-59952083

Address:DongShigu Country In JiXian TianJin China
ZHANGJIAGANG FREE TRADE ZONE YONG HAN INTERNATIONAL TRADING CO., LTD(expird)

Contact:86 512 57910558

Address:qianjin M road

Relevant to this article

Synthesis of compounds active against HIV: Preparation of 6'-fluorocarbocyclic AZT (AZT = 3'-deoxy-3'-azidothymidine)

Doi:10.1039/c39890001707
(1989)
A CONVENIENT PREPARATION OF C-TERMINAL PEPTIDE ALCOHOLS BY SOLID PHASE SYNTHESIS

Doi:10.1016/S0040-4039(01)93443-4
(1989)
Catalytic asymmetric Michael addition of α,β-unsaturated aldehydes to Ni(ii) complexes of the Schiff base of glycine

Doi:10.1039/c0ob00221f
(2011)
Synthesis of 24-Methyl Sterols Stereospecifically labelled with 2H in the Isopropyl Methyl Groups. 13C NMR Spectral Assignment of C-26 and C-27 Resonances

Doi:10.1039/c39900000263
(1990)
Enantioselective [4+2] cycloaddition of ketenes and 1-azadienes catalyzed by N-heterocyclic carbenes

Doi:10.1039/c0cc04839a
(2011)
An organo-iron mediated chiral synthesis of (+)-(S)-[6]-Gingerol

Doi:10.1016/S0040-4039(01)89011-0
(1989)

Article Doi