2- and 4-Nitrobenzenesulfonamides: Exceptionally versatile means for preparation of secondary amines and protection of amines
作者： Tohru Fukuyama , Chung-Kuang Jow , Mui Cheung
DOI: 10.1016/0040-4039(95)01316-A
关键词: Mitsunobu reaction 、 Primary (chemistry) 、 Alkylation 、 Organic chemistry 、 Chemistry
摘要: Abstract 2- and 4-Nitrobenzenesulfonamides, readily prepared from primary amines, undergo smooth alkylation by Mitsunobu reaction or conventional methods to give N-alkylated sulfonamides in near quantitative yields. These could be deprotected via Meisenheimer complexes upon treatment with thiolates DMF at room temperature, giving secondary amines high
elsevier.com
sci-hub.se 参考文章(4)
Stanley R. Sandler, Wolf Karo, Organic Functional Group Preparations ,(1972)
James R. Henry, Lawrence R. Marcin, Matthias C. McIntosh, Paul M. Scola, G. Davis Harris, Steven M. Weinreb, Mitsunobu reactions of n-alkyl and n-acyl sulfonamides-an efficient route to protected amines Tetrahedron Letters. ,vol. 30, pp. 5709- 5712 ,(1989) , 10.1016/S0040-4039(00)76177-6
Tetsuto Tsunoda, Junko Otsuka, Yoshiko Yamamiya, Shô Itô, N,N,N′,N′-Tetramethylazodicarboxamide (TMAD), A New Versatile Reagent for Mitsunobu Reaction. Its Application to Synthesis of Secondary Amines Chemistry Letters. ,vol. 23, pp. 539- 542 ,(1994) , 10.1246/CL.1994.539
Oyo Mitsunobu, The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products Synthesis. ,vol. 1981, pp. 1- 28 ,(1981) , 10.1055/S-1981-29317