5339-69-5Relevant academic research and scientific papers
Structurally Diverse Synthesis of Five-, Six-, and Seven-Membered Benzosultams through Electrochemical Cyclization
Liu, Aiyun,Guo, Tiantian,Zhang, Shuangshuang,Yang, Han,Zhang, Qi,Chai, Yonghai,Zhang, Shengyong
supporting information, p. 6326 - 6331 (2021/08/23)
We have developed a metal- and oxidant-free approach to structurally diverse synthesis of benzosultams from aryl sulfonamides through an electrochemical cyclization. Upon variation of the ortho substituent on aryl sulfonamides, five-, six-, and seven-memb
Intramolecular NC rearrangements involving sulfonamide protecting groups
Saidykhan, Amie,Bowen, Richard D.,Gallagher, Richard T.,Martin, William H.C.
supporting information, p. 66 - 68 (2015/02/02)
The reaction of amine derivatives orthogonally protected with an aryl sulfonamide and a carbamate, via a base-mediated nitrogen to carbon rearrangement is reported. This noteworthy isomerisation has implications for the use of sulfonamide protecting group
Synthesis of nitromethyl-substituted oxindole derivatives via a desulfonylation cascade
Niu, Ben,Xie, Ping,Bian, Zhaogang,Zhao, Wannian,Zhang, Min,Zhou, Yang,Feng, Lei,Pittman, Charles U.,Zhou, Aihua
supporting information, p. 635 - 638 (2015/03/14)
A cascade reaction giving nitromethyl-substituted oxindole derivatives was developed. The reaction used NaNO2 as the nitro source and potassium peroxydisulfate as an oxidant. This reaction proceeded via a radical mechanism involving substitution-desulfonlylation-cyclization steps in one pot and afforded good yields under mild conditions without using toxic metal catalysts. The resultant nitromethyl-substituted oxindole derivatives are convenient and valuable structures for different derivative syntheses.
N-alkylation of sulfonamides with alcohols by Tf2O
Yu, Ting Ting,Qi, Lan-Jun,Cui, Dong-Mei,Zhang, Chen,Zhao, Yan
supporting information, p. 610 - 612 (2015/08/04)
N-sulfonylpyrrolidines and N-alkyl sulfonamides were efficiently prepared via alkylation of sulfonamides with 1,4- diols or alcohols by Tf2O. The reaction occurred under mild reaction conditions in moderate to high yields and tolerated aryl and aliphatic sulfonamides.
Oxidative debenzylation of N-benzyl amides and O-benzyl ethers using alkali metal bromide
Moriyama, Katsuhiko,Nakamura, Yu,Togo, Hideo
supporting information, p. 3812 - 3815 (2014/08/05)
The oxidative debenzylation of N-benzyl amides and O-benzyl ethers was promoted with high efficiency by a bromo radical formed through the oxidation of bromide from alkali metal bromide under mild conditions. This reaction provided the corresponding amides from N-benzyl amides and carbonyl compounds from O-benzyl ethers in high yields.
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.
