Literature DB >> 24478114

Metal-free aminosulfonylation of aryldiazonium tetrafluoroborates with DABCO⋅(SO2)2 and hydrazines.

Danqing Zheng1, Yuanyuan An, Zhenhua Li, Jie Wu.   

Abstract

The coupling of aryldiazonium tetrafluoroborates, DABCO⋅(SO2)2, and hydrazines under metal-free conditions leads to the formation of aryl N-aminosulfonamides. The reaction proceeds smoothly at room temperature and shows broad functional-group tolerance. A radical process is proposed for this transformation.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  aminosulfonylation; aryldiazonium salt; hydrazine; metal-free conditions; sulfur dioxide

Mesh:

Substances:

Year:  2014        PMID: 24478114     DOI: 10.1002/anie.201309851

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  11 in total

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Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

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Authors:  Shuai Liang; Kamil Hofman; Marius Friedrich; Julian Keller; Georg Manolikakes
Journal:  ChemSusChem       Date:  2021-10-13       Impact factor: 9.140

3.  Metal- and base-free tandem sulfonylation/cyclization of 1,5-dienes with aryldiazonium salts via the insertion of sulfur dioxide.

Authors:  Xiaohong Wang; Fengzhi You; Baojian Xiong; Lei Chen; Xuemei Zhang; Zhong Lian
Journal:  RSC Adv       Date:  2022-06-06       Impact factor: 4.036

4.  Synthesis of Heteroaryl Sulfonamides from Organozinc Reagents and 2,4,6-Trichlorophenyl Chlorosulfate.

Authors:  James R Colombe; J Robb DeBergh; Stephen L Buchwald
Journal:  Org Lett       Date:  2015-06-11       Impact factor: 6.005

5.  One-pot, three-component arylalkynyl sulfone synthesis.

Authors:  C Chun Chen; Jerome Waser
Journal:  Org Lett       Date:  2015-01-29       Impact factor: 6.005

6.  One-pot palladium-catalyzed synthesis of sulfonyl fluorides from aryl bromides.

Authors:  Alyn T Davies; John M Curto; Scott W Bagley; Michael C Willis
Journal:  Chem Sci       Date:  2016-10-11       Impact factor: 9.825

7.  Access to chiral β-sulfonyl carbonyl compounds via photoinduced organocatalytic asymmetric radical sulfonylation with sulfur dioxide.

Authors:  Fu-Sheng He; Chun Zhang; Minghui Jiang; Lujun Lou; Jie Wu; Shengqing Ye
Journal:  Chem Sci       Date:  2022-07-08       Impact factor: 9.969

8.  An Efficient Method for the Preparation of Sulfonamides from Sodium Sulfinates and Amines.

Authors:  Haiying Tian; Ruiyan Li; Fang Guo; Xiuling Chen
Journal:  ChemistryOpen       Date:  2022-08       Impact factor: 2.630

9.  Palladium(II)-Catalyzed Synthesis of Sulfinates from Boronic Acids and DABSO: A Redox-Neutral, Phosphine-Free Transformation.

Authors:  Alex S Deeming; Claire J Russell; Michael C Willis
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-24       Impact factor: 15.336

10.  Guest-Controlled Incommensurate Modulation in a Meta-Rigid Metal-Organic Framework Material.

Authors:  Jiangnan Li; Zhengyang Zhou; Xue Han; Xinran Zhang; Yong Yan; Weiyao Li; Gemma L Smith; Yongqiang Cheng; Laura J McCormick McPherson; Simon J Teat; Mark D Frogley; Svemir Rudić; Anibal J Ramirez-Cuesta; Alexander J Blake; Junliang Sun; Martin Schröder; Sihai Yang
Journal:  J Am Chem Soc       Date:  2020-10-30       Impact factor: 15.419

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