N‐Chlorosuccinimide Mediated Regioselective Sulfenylation and Halogenation of 4H‐Pyrido[1,2‐a]pyrimidin‐4‐ones at Room Temperature

• Published in: ChemistrySelect (Weinheim) 2022-12, Vol.7 (47), p.n/a
• Main Authors: Prajapati, Vaibhav D., Prajapati, Ronak V., Purohit, Vishal B., Avalani, Jemin R., Sapariya, Nirav H., Kamani, Ronak D., Karad, Sharad C., Raval, Dipak K.
• Format: Article
• Language: English
• Subjects: Halogenation; N-chlorosuccinimide (NCS); Pyrido [1,2-a]pyrimidin-4-one; Regioselectivity; Sulfenylation
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.202204126

A simple and efficient strategy for N‐chlorosuccinimide mediated regioselective C−H sulfenylation and halogenation of 4H‐pyrido[1,2‐a]pyrimidin‐4‐ones has been established at room temperature using aryl thiols and phenyliodine(III) diacetate (PIDA) respectively. This methodology tolerated a broad variety of functional groups to obtain structurally diverse sulfenyl and halogenated 4H‐pyrido[1,2‐a]pyrimidin‐4‐one derivatives under mild conditions. It delivered a range of products which can serve as the key precursors for the synthesis of complex products relevant to pharmaceutical applications. Regioselective sulfenylation and halogenation of 4H‐pyrido[1,2‐a]pyrimidin‐4‐ones at room temperature using N‐chlorosuccinimide and phenyliodine(III) diacetate (PIDA), respectively have been described. This approach offers several advantages such as short reaction time along with scale‐up capacity under metal‐free experimental conditions. The synthesized compounds with such kinds of fluorescent properties have high potential to be used in the developing fields of optoelectronics such as Organic Light Emitting Diodes (OLEDs).