Transition-Metal-Free Sulfoximidation of Sulfonylhydrazones for the Synthesis of N-Sulfanylidenehydrazonamides

被引：3

作者：

Huang, Tianming ^{[1
]}

Suleman, Muhammad ^{[2
]}

Xu, Zhengyu ^{[1
]}

Wei, Li ^{[1
]}

Yang, Yi ^{[3
]}

Zhang, Ming ^{[1
]}

Chen, Zhiyuan ^{[2
]}

机构：

[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Peoples R China

[2] Hangzhou City Univ, Sch Med, Key Lab Novel Targets & Drug Study Neural Repair Z, Hangzhou 310015, Zhejiang, Peoples R China

[3] Zhejiang Univ, Coll Comp Sci & Technol, Hangzhou 310010, Zhejiang, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 31期

基金：

中国国家自然科学基金;

关键词：

STEREOSELECTIVE-SYNTHESIS; FACILE SYNTHESIS; TOSYLHYDRAZONES; STRATEGIES; REAGENTS; AMINES;

D O I：

10.1021/acs.orglett.4c02170

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report a transition-metal-free C-H bond sulfoximidation protocol of sulfonyl hydrazones with hypervalent iodine(III) reagents. A library of novel N-sulfaneylidenehydrazonamides was constructed via chemoselective C-N bond formation reactions at aldehyde C-H bonds of sulfonyl hydrazones in the presence of a base. The reaction demonstrated broad substrate group diversity under exceedingly mild reaction conditions, and excellent yields were achieved at room temperature.

引用

页码：6597 / 6601

页数：5

共 50 条

[31] Transition-Metal-Free Trifluoromethylaminoxylation of Alkenes
Li, Yi
Studer, Armido
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (33) : 8221 - 8224
[32] Transition-Metal-Free Coupling Reactions
Sun, Chang-Liang
Shi, Zhang-Jie
CHEMICAL REVIEWS, 2014, 114 (18) : 9219 - 9280
[33] Transition-Metal-Free Synthesis of N-Arylphenothiazines through an N- and S-Arylation Sequence
Matsuzawa, Tsubasa
Hosoya, Takamitsu
Yoshida, Suguru
ORGANIC LETTERS, 2021, 23 (06) : 2347 - 2352
[34] Transition-Metal-Free N-Arylation of Amines by Triarylsulfonium Triflates
Tian, Ze-Yu
Ming, Xiao-Xia
Teng, Han-Bing
Hu, Yu-Tian
Zhang, Cheng-Pan
CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (52) : 13744 - 13748
[35] Transition-Metal-Free Tunable Chemoselective N Functionalization of Indoles with Ynamides
Hentz, Alexandre
Retailleau, Pascal
Gandon, Vincent
Cariou, Kevin
Dodd, Robert H.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (32) : 8333 - 8337
[36] Transition-Metal-Free N-Arylation of Pyrazoles with Diaryliodonium Salts
Gonda, Zsombor
Novak, Zoltan
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (47) : 16801 - 16806
[37] One-pot transition-metal-free synthesis of alkynes and enynes
Gu, Yuanyun
Wu, Yu
Wang, Yan-En
Phadnis, Nidheesh
Xiong, Dan
Mao, Jianyou
Walsh, Patrick J.
CELL REPORTS PHYSICAL SCIENCE, 2024, 5 (08):
[38] Regioselective Synthesis of Phenoxathiin Derivatives under Transition-Metal-Free Conditions
Hu, Fangdong
Zhao, Xin
Li, Yanqiu
Feng, Lei
Ma, Chen
SYNTHESIS-STUTTGART, 2013, 45 (07): : 966 - 970
[39] Transition-Metal-Free Decarboxylative Coupling Reactions for the Synthesis of Propargyl Alcohols
Irudayanathan, Francis Mariaraj
Kim, Jimin
Song, Kwang Ho
Lee, Sunwoo
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 5 (09) : 1148 - 1154
[40] Synthesis of Trifluoromethylated Cycloheptatrienes from N-Tosylhydrazones: Transition-Metal-Free Buchner Ring Expansion
Zhang, Zhikun
Feng, Jiajie
Xu, Yan
Zhang, Songnan
Ye, Yuxuan
Li, Tianjiao
Wang, Xi
Chen, Jun
Zhang, Yan
Wang, Jianbo
SYNLETT, 2015, 26 (01) : 59 - 62

← 1 2 3 4 5 →