Literature DB >> 25309983

Recent advances in C-S bond formation via C-H bond functionalization and decarboxylation.

Chao Shen1, Pengfei Zhang, Qiang Sun, Shiqiang Bai, T S Andy Hor, Xiaogang Liu.   

Abstract

The development of mild and general methods for C-S bond formation has received significant attention because the C-S bond is indispensable in many important biological and pharmaceutical compounds. Early examples for the synthesis of C-S bonds are generally limited to the condensation reaction between a metal thiolate and an organic halide. Recent chemical approaches for C-S bond formation, based upon direct C-H bond functionalization and decarboxylative reactions, not only provide new insights into the mechanistic understanding of C-S coupling reactions but also allow the synthesis of sulfur-containing compounds from more effective synthetic routes with high atom economy. This review intends to explore recent advances in C-S bond formation via C-H functionalization and decarboxylation, and the growing opportunities they present to the construction of complex chemical scaffolds for applications encompassing natural product synthesis, synthetic methodology development, and functional materials as well as nanotechnology.

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Year:  2014        PMID: 25309983     DOI: 10.1039/c4cs00239c

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  35 in total

1.  Catalytic Hydrothiolation: Regio- and Enantioselective Coupling of Thiols and Dienes.

Authors:  Xiao-Hui Yang; Ryan T Davison; Vy M Dong
Journal:  J Am Chem Soc       Date:  2018-08-09       Impact factor: 15.419

2.  Catalytic Hydrothiolation: Counterion-Controlled Regioselectivity.

Authors:  Xiao-Hui Yang; Ryan T Davison; Shao-Zhen Nie; Faben A Cruz; Tristan M McGinnis; Vy M Dong
Journal:  J Am Chem Soc       Date:  2019-02-08       Impact factor: 15.419

3.  A Stable Anionic Dithiolene Radical.

Authors:  Yuzhong Wang; Hunter P Hickox; Yaoming Xie; Pingrong Wei; Soshawn A Blair; Michael K Johnson; Henry F Schaefer; Gregory H Robinson
Journal:  J Am Chem Soc       Date:  2017-05-12       Impact factor: 15.419

4.  One-pot synthesis, biological evaluation, and docking study of new chromeno-annulated thiopyrano[2,3-c]pyrazoles.

Authors:  Bhagyashri D Parmar; Tushar R Sutariya; Gaurangkumar C Brahmbhatt; Narsidas J Parmar; Rajni Kant; Vivek K Gupta; Prashant R Murumkar; Mayank Kumar Sharma; Mange Ram Yadav
Journal:  Mol Divers       Date:  2016-03-26       Impact factor: 2.943

5.  Catalytic asymmetric trifluoromethylthiolation via enantioselective [2,3]-sigmatropic rearrangement of sulfonium ylides.

Authors:  Zhikun Zhang; Zhe Sheng; Weizhi Yu; Guojiao Wu; Rui Zhang; Wen-Dao Chu; Yan Zhang; Jianbo Wang
Journal:  Nat Chem       Date:  2017-06-05       Impact factor: 24.427

6.  Rh(I)/Sc(OTf)3-co-catalyzed Michael addition of ammonium ylide to (E)-1,4-enediones: synthesis of functionalized 1,4-diketones.

Authors:  Qinghua Wei; Zi Li; Xi Yang; Jianghui Chen; Xiaohua Liu; Wenhao Hu; Shunying Liu
Journal:  Mol Divers       Date:  2019-04-05       Impact factor: 2.943

7.  Organophotoredox-Catalyzed Formation of Alkyl-Aryl and -Alkyl C-S/Se Bonds from Coupling of Redox-Active Esters with Thio/Selenosulfonates.

Authors:  Yue Dong; Peng Ji; Yueteng Zhang; Changqing Wang; Xiang Meng; Wei Wang
Journal:  Org Lett       Date:  2020-12-10       Impact factor: 6.005

8.  The fast and efficient KI/H2O2 mediated 2-sulfonylation of indoles and N-methylpyrrole in water.

Authors:  Jun Zhang; Zhong Wang; Lingjuan Chen; Yan Liu; Ping Liu; Bin Dai
Journal:  RSC Adv       Date:  2018-12-12       Impact factor: 4.036

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.  Synthesis of β-arylated alkylamides via Pd-catalyzed one-pot installation of a directing group and C(sp(3))-H arylation.

Authors:  Yunyun Liu; Yi Zhang; Xiaoji Cao; Jie-Ping Wan
Journal:  Beilstein J Org Chem       Date:  2016-06-03       Impact factor: 2.883

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