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Highly Selective C-N and C-S Dual Functionalization of 1,3-Dicarbonyl Derivatives Using TBHP as an Oxidant.
Bagad, Pooja K; Darole, Ratanamala S; Krishna, G Rama; Senthilkumar, Beeran.
Affiliation
  • Bagad PK; Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India.
  • Darole RS; Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India.
  • Krishna GR; Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India.
  • Senthilkumar B; Organic Chemistry Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411008, India.
J Org Chem ; 89(13): 9371-9380, 2024 Jul 05.
Article in En | MEDLINE | ID: mdl-38913603
ABSTRACT
A direct electrosynthesis/photocatalyst-free, atom-economical, and efficient method for the selective synthesis of (E)-3-amino-2-thiocyanato-α,ß-unsaturated carbonyl compounds is described through a given protocol. The present approach features the use of inexpensive ammonium thiocyanate to achieve dual functionalization of 1,3-dicarbonyl compounds using TBHP as an oxidant, providing a rapid and practical route to the selective formation of both C-N and C-S bonds via a radical process. This method offers a broad substrate scope with excellent yield and allows for further exploration of the products to construct heterocyclic compounds and other functionalities.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2024 Document type: Article Affiliation country: India

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2024 Document type: Article Affiliation country: India