Literature DB >> 29315874

Radicals and Sulfur Dioxide: A Versatile Combination for the Construction of Sulfonyl-Containing Molecules.

Kamil Hofman1, Nai-Wei Liu1, Georg Manolikakes1.   

Abstract

Molecules containing a sulfonyl functionality, such as sulfones, sulfonyl chlorides or sulfonamides play an important role in organic chemistry and have found widespread application, especially in the construction of biologically active compounds. Recently, methods for the synthesis of the sulfonyl moiety utilizing sulfur dioxide as a key building block have received considerable attention. In this context, radical-based transformations with sulfur dioxide have emerged as a new and attractive approach for the construction of the sulfonyl functional group. This short review highlights recent advances in the use of sulfur dioxide in radical reactions and covers the historical background, which forms the basis for these current progresses. Limitations of the existing methods and potential further developments will be discussed.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  radical reactions; sulfonamides; sulfones; sulfonyl chlorides; sulfur dioxide

Year:  2018        PMID: 29315874     DOI: 10.1002/chem.201705470

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  10 in total

Review 1.  Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones.

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

2.  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

3.  Visible-light-induced one-pot synthesis of sulfonic esters via multicomponent reaction of arylazo sulfones and alcohols.

Authors:  Truong Giang Luu; Tien Tan Bui; Hee-Kwon Kim
Journal:  RSC Adv       Date:  2022-06-13       Impact factor: 4.036

4.  Sulfonamide Synthesis through Electrochemical Oxidative Coupling of Amines and Thiols.

Authors:  Gabriele Laudadio; Efstathios Barmpoutsis; Christiane Schotten; Lisa Struik; Sebastian Govaerts; Duncan L Browne; Timothy Noël
Journal:  J Am Chem Soc       Date:  2019-03-28       Impact factor: 15.419

5.  TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water.

Authors:  Zhang-Qin Liu; Peng-Sheng You; Liang-Dong Zhang; Da-Qing Liu; Sheng-Shu Liu; Xiao-Yu Guan
Journal:  Molecules       Date:  2020-01-26       Impact factor: 4.411

6.  S(vi) in three-component sulfonamide synthesis: use of sulfuric chloride as a linchpin in palladium-catalyzed Suzuki-Miyaura coupling.

Authors:  Xuefeng Wang; Min Yang; Shengqing Ye; Yunyan Kuang; Jie Wu
Journal:  Chem Sci       Date:  2021-04-06       Impact factor: 9.825

7.  Photoinduced C(sp3)-H sulfination empowers the direct and chemoselective introduction of the sulfonyl group.

Authors:  Shengfei Jin; Graham C Haug; Ramon Trevino; Viet D Nguyen; Hadi D Arman; Oleg V Larionov
Journal:  Chem Sci       Date:  2021-09-28       Impact factor: 9.825

8.  Functional group divergence and the structural basis of acridine photocatalysis revealed by direct decarboxysulfonylation.

Authors:  Vu T Nguyen; Graham C Haug; Viet D Nguyen; Ngan T H Vuong; Guna B Karki; Hadi D Arman; Oleg V Larionov
Journal:  Chem Sci       Date:  2022-03-21       Impact factor: 9.825

9.  Decatungstate-Catalyzed C(sp3)-H Sulfinylation: Rapid Access to Diverse Organosulfur Functionality.

Authors:  Patrick J Sarver; Noah B Bissonnette; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2021-06-23       Impact factor: 15.419

10.  Photoredox-catalyzed aminofluorosulfonylation of unactivated olefins.

Authors:  Tao Zhong; Ji-Tao Yi; Zhi-Da Chen; Quan-Can Zhuang; Yong-Zhao Li; Gui Lu; Jiang Weng
Journal:  Chem Sci       Date:  2021-06-07       Impact factor: 9.825

  10 in total

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