ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Sequential four-component protocol for the synthesis of pyrido[1,2-a]pyrimidin-6-one derivatives in water

Atieh Rezvanian, Fatemeh Amoozadkhalili, and Atefeh Roosta

Department of Physics and Chemistry, Alzahra University, Tehran, Iran

E-mail: rezvaniana@alzahra.ac.ir

Received: 10 September 2020  Accepted: 23 November 2020

Abstract:

A highly efficient and environmentally benign synthesis of N-fused heterocyclic compounds including pyrido[1,2-a]pyrimidine-6-one moiety is successfully achieved via a sequential four-component reaction. The process involves the formation of diversely substituted 9-nitro-1,2,3,4,7,8-hexahydro-6H-pyrido[1,2-a]pyrimidin-6-ones from the reaction of Meldrum’s acid, benzaldehydes, 1,1-bis(methylthio)-2-nitroethylene and various diamines in the presence of p-toluene sulfonic acid (PTSA) as an acidic catalyst in water as a green solvent. The salient features of the present methodology are easily available starting materials, the use of water as environmentally benign solvent, simple execution, applicable to a wide range of starting materials and good to excellent yields.

Keywords: Multicomponent reaction; Green synthesis; Nitrogen heterocycles; Functionalized pyrido[1,2-a]pyrimidine-6-ones

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-020-01450-5

Chemical Papers 75 (6) 2417–2424 (2021)