Intramolecular Nucleophilic Catalysis by the Neighboring Hydroxyl Group in Acid- and Base-Catalyzed Hydrolysis of Aromatic Sulfonamides and Sultones. Mechanism of Intramolecular Nucleophilic Substitution at Sulfonyl Sulfur

DOI: 10.1021/jo00239a013

Source and publish data:

Journal of Organic Chemistry p. 768 - 772 (1988)

Update date:2022-08-05

Topics:

Authors:

Wagenaar,Anno

Engberts, Jan B.F.N.

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

Article abstract of DOI:10.1021/jo00239a013

This paper reports kinetic data illustrating the effectiveness of the Thorpe-Ingold gem-dialkyl effect in speeding the intramolecular nucleophilic catalyzed conversion of o-(1-hydroxyalkyl)-N,N-dimethylbenzenesulfonamides 1 into the corresponding sultones

Full text of DOI:10.1021/jo00239a013

Products guided by the article

Product name:Benzenesulfonamide, 2-(1-hydroxy-1-methylethyl)-N-methyl-N-(phenylmethyl)-

Cas No:112320-45-3

R&D Labs maybe for 112320-45-3

ClickChem Technology Co., Limited

Contact:+86-0310-6519966/0531-52893837

Address:No.750 Shunhua Road, High-Tech Zone, Jinan city, Shandong China
Guangzhou Chemical Reagent Factory

Contact:+86-20-8435 9820 or 8435 7345

Address:Southern Guangzhou, Guangdong, China
Jinan Decheng Hemu Medical Technology Co.，Ltd.

Contact:+86-531-68650525

Address:NO.554 Zhengfeng Road High-new Technology Development Zone
SHANDONG AONA CHEMICAL CO.,LTD.

Contact:86-532-85762926

Address:LIUYUAN TOWN, ZAOZHUANG CITY, SHANGDONG PROVINCE.
Puyang Huicheng Electronic Material Co., Ltd

website:http://huichengchem.weba.testwebsite.cn/index_en.html

Contact:+86-393-8910800

Address:West Section Shengli Road, Puyang457000, China

Relevant to this article

Synthesis of small glycopeptides by decarboxylative condensation and insight into the reaction mechanism

Doi:10.1021/jo802278w
(2009)
Regioselective Chlorination and Suzuki–Miyaura Cross-Coupling of 4-Alkoxycoumarins, 4-Alkoxy-2-pyrones, and Related Heterocycles

Doi:10.1002/ejoc.201700837
(2017)
Synthetic and theoretical investigations on the construction of oxanorbornenes by a Michael addition and intramolecular Diels-Alder furan reaction

Doi:10.1002/ejoc.200800681
(2008)
ANTIINFLAMMATORY ACTIVITY OF 3,4-DISUBSTITUTED PYRAZOLES

Doi:10.1007/BF00758133
(1987)
Diastereoselective synthesis of polycyclic acetal-fused pyrano[3,2-c]pyran-5(2H)-one derivatives

Doi:10.1021/jo8023889
(2009)
STEREOCHEMISCHE ASPEKTE IN ZUSAMMENHANG MIT DER SYNTHESE VON 2,6-ANHYDRO-1-DESOXY-1-NITROALDITOLEN

Doi:10.1016/0008-6215(87)80143-X
(1987)

Article Doi