Literature DB >> 30648396

Visible Light-Induced Thiocyanation of Enaminone C-H Bond to Access Polyfunctionalized Alkenes and Thiocyano Chromones.

Yong Gao1, Yunyun Liu1, Jie-Ping Wan1.   

Abstract

The visible light induced C-H bond thiocyanation on the α-site of tertiary enaminones has been realized under metal-free, photocatalytic conditions in the presence of Rose Bengal, which enables the synthesis of thiocyanated alkene derivatives and chromones using NH4SCN as the thiocyano source under an aerobic atmosphere. In addition, employing Ru(bpy)3Cl2·6H2O as the photocatalyst switches the reaction pathway to provide NH2-functionalized thiocyanated enamines via the difunctionalization process consisting of C-H bond thiocyanation and vinyl C-N bond transamination.

Entities:  

Year:  2019        PMID: 30648396     DOI: 10.1021/acs.joc.8b02981

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


  2 in total

Review 1.  Recent advances in photochemical and electrochemically induced thiocyanation: a greener approach for SCN-containing compound formation.

Authors:  Pran Gopal Karmaker; Md Asraful Alam; Feng Huo
Journal:  RSC Adv       Date:  2022-02-22       Impact factor: 3.361

Review 2.  Recent application of visible-light induced radicals in C-S bond formation.

Authors:  Vishal Srivastava; Pravin K Singh; Arjita Srivastava; Praveen P Singh
Journal:  RSC Adv       Date:  2020-05-27       Impact factor: 4.036

  2 in total

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