Literature DB >> 31538480

Palladium-Catalyzed Ring-Opening Coupling of gem-Difluorocyclopropanes for the Construction of 2-Fluoroallylic Sulfones.

Jiabin Ni1,2, Bekzod Nishonov1,2, Azizbek Pardaev1,2, Ao Zhang1,2,3.   

Abstract

A Pd-catalyzed ring-opening sulfonylation of gem-difluorocyclopropanes is reported. This protocol involves C-C bond cleavage, β-F elimination, and allylic coupling to form corresponding 2-fluoroallylic sulfones efficiently with Z-selectivity. Different substrates bearing diverse functional groups are tolerated. Moreover, this method is successfully used for the late-stage derivation of several bioactive molecules.

Entities:  

Year:  2019        PMID: 31538480     DOI: 10.1021/acs.joc.9b01897

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

Review 1.  Synthesis and applications of sodium sulfinates (RSO2Na): a powerful building block for the synthesis of organosulfur compounds.

Authors:  Raju Jannapu Reddy; Arram Haritha Kumari
Journal:  RSC Adv       Date:  2021-03-01       Impact factor: 3.361

2.  Ligand-controlled regioselective and chemodivergent defluorinative functionalization of gem-difluorocyclopropanes with simple ketones.

Authors:  Leiyang Lv; Huijun Qian; Yangyang Ma; Shiqing Huang; Xiaoyu Yan; Zhiping Li
Journal:  Chem Sci       Date:  2021-11-08       Impact factor: 9.825

  2 in total

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