Literature DB >> 30601505

Inorganic sulfites as the sulfur dioxide surrogates in sulfonylation reactions.

Shengqing Ye1, Guanyinsheng Qiu2, Jie Wu3.   

Abstract

Recent advances in the sulfonylation reactions by using inorganic sulfites as the source of sulfonyl group are reported. The approaches employing inorganic sulfites as sulfur dioxide surrogates are attractive and promising for the synthesis of sulfonyl compounds since inorganic sulfites are abundant, easily available and cheap. The transformations using inorganic sulfites as the source of sulfonyl group work efficiently, providing diverse sulfonyl compounds including sulfones and sulfonamides. The sulfonylation reactions can be performed under transition metal catalysis or through radical processes under catalyst- and additive-free conditions. In some cases, a photocatalyst is employed under visible-light irradiation to facilitate the transformation. For the sulfur dioxide surrogate of inorganic sulfites, potassium metabisulfite or sodium metabisulfite has been broadly used in various transformations. However, the reactivities of inorganic sulfites in organic reactions still need to be explored.

Entities:  

Year:  2019        PMID: 30601505     DOI: 10.1039/c8cc09250h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  7 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.  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

3.  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

4.  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

5.  Catalyst-free arylation of sulfonamides via visible light-mediated deamination.

Authors:  Yong Luo; Hao Ding; Jing-Song Zhen; Xian Du; Xiao-Hong Xu; Han Yuan; Yi-Hui Li; Wan-Ying Qi; Bing-Zhe Liu; Shi-Man Lu; Can Xue; Qiuping Ding
Journal:  Chem Sci       Date:  2021-06-05       Impact factor: 9.825

6.  Electrochemical Alkoxysulfonylation Difunctionalization of Styrene Derivatives Using Sodium Sulfinates as Sulfonyl Sources.

Authors:  Haibo Mei; Jiang Liu; Yunjie Guo; Jianlin Han
Journal:  ACS Omega       Date:  2019-08-20

7.  Silyloxymethanesulfinate as a sulfoxylate equivalent for the modular synthesis of sulfones and sulfonyl derivatives.

Authors:  Dae-Kwon Kim; Hyun-Suk Um; Hoyoon Park; Seonwoo Kim; Jin Choi; Chulbom Lee
Journal:  Chem Sci       Date:  2020-10-22       Impact factor: 9.825

  7 in total

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