23705-40-0Relevant articles and documents
An efficient method for the preparation of monoalkylated sulfonamides from unsubstituted sulfonamides and alkyl diphenylphosphinites by oxidation-reduction condensation using trimethylsilylmethyl azide
Aoki, Hidenori,Kuroda, Kiichi,Mukaiyama, Teruaki
, p. 1266 - 1267 (2005)
An efficient method for monoalkylation of unsubstituted sulfonamides was established by using alkyl diphenylphosphinites, sulfonamides and trimethylsilylmethyl azide and the monoalkylated sulfonamides were afforded in good yields under neutral conditions.
A Hydrazone-Based exo-Directing-Group Strategy for β C-H Oxidation of Aliphatic Amines
Huang, Zhongxing,Wang, Chengpeng,Dong, Guangbin
supporting information, p. 5299 - 5303 (2016/04/26)
Described is a new hydrazone-based exo-directing group (DG) strategy developed for the functionalization of unactivated primary β C-H bonds of aliphatic amines. Conveniently synthesized from protected primary amines, the hydrazone DGs are shown to site-selectively promote the β-acetoxylation and tosyloxylation via five-membered exo-palladacycles. Amines with a wide scope of skeletons and functional groups are tolerated. Moreover, the hydrazone DG can be readily removed, and a one-pot C-H acetoxylation/DG removal protocol was also discovered. All about the DGs: A hydrazone-based exo-directing group (DG) strategy is developed for the functionalization of unactivated primary β C-H bonds of aliphatic amines. The hydrazone DGs can be conveniently installed and removed, and promote β-acetoxylation and tosyloxylation via a five-membered exo-palladacycle. PG=protecting group, Ts=4-toluenesulfonyl.
Br?nsted acid-assisted N-alkylation of sulfonamides using ethers as the alkylation reagents
Shi, Wei,Bai, Chun-Mei,Zhu, Kai,Cui, Dong-Mei,Zhang, Chen
, p. 434 - 438 (2014/01/06)
N-Alkylation of sulfonamides using cyclic ethers as alkylation reagents and Br?nsted acid as a catalyst produced pyrrolidine and piperidine derivatives in good yields. When using symmetrical and unsymmetrical ethers as alkylation reagents, mono-N-alkylation of sulfonamides took place to afford the corresponding products.