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. 2021 Mar 9;11(17):10258-10263.
doi: 10.1039/d1ra00834j. eCollection 2021 Mar 5.

Metal free C-3 chalcogenation (sulfenylation and selenylation) of 4 H-pyrido[1,2- a]pyrimidin-4-ones

Prasanjit Ghosh  1 , Gautam Chhetri  1 , Sajal Das  1
Affiliations

Metal free C-3 chalcogenation (sulfenylation and selenylation) of 4 H-pyrido[1,2- a]pyrimidin-4-ones

Prasanjit Ghosh et al. RSC Adv. .

Abstract

An expeditious metal free C-3 chalcogenation of 4H-pyrido[1,2-a]pyrimidin-4-one has been devised to synthesize diversely orchestrated 3-ArS/ArSe derivatives in high yields (up to 95%). This operationally simple reaction proceeds under mild reaction conditions, can be executed in gram scale, and also highlights broad functional group tolerance. Preliminary experimental investigation suggests a radical mechanistic pathway for these transformations.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Fig. 1
Fig. 1. Representative examples of some biologically active 4H-pyrido[1,2-a]pyrimidin-4-one and diarylsulfide/diselenide scaffold.
Scheme 1
Scheme 1. Previous approaches and the present route of C–H bond functionalization of 4H-pyrido[1,2-a]pyrimidin-4-ones.
Scheme 2
Scheme 2. Mechanistic studies.
Scheme 3
Scheme 3. Plausible mechanism (radical pathway).
See this image and copyright information in PMC

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