Synthesis 2023; 55(21): 3693-3699
DOI: 10.1055/a-2124-5485
special topic
C–H Bond Functionalization of Heterocycles

Photocatalyst-Free Visible-Light-Promoted C–H Selenylation of Pyrazolo[1,5-a]pyrimidines

Papiya Sikdar
a   Department of Chemistry, University of Kalyani, Kalyani, W. B. 741235, India
,
Tathagata Choudhuri
a   Department of Chemistry, University of Kalyani, Kalyani, W. B. 741235, India
,
Suvam Paul
a   Department of Chemistry, University of Kalyani, Kalyani, W. B. 741235, India
,
Sourav Das
a   Department of Chemistry, University of Kalyani, Kalyani, W. B. 741235, India
,
Anil Kumar
b   Department of Chemistry, Birla Institute of Technology and Science Pilani, Pilani, Rajasthan 333031, India
,
a   Department of Chemistry, University of Kalyani, Kalyani, W. B. 741235, India
› Author Affiliations
A.K.B. acknowledges the SERB, DST (File no. EEQ/2018/000498) and University of Kalyani (PRG) for financial support. P.S. acknowledges Govt. of West Bengal for her SVMCM Fellowship. T.C. (URS) acknowledges the University of Kalyani for his fellowship. S.P. (CSIR-JRF) and S.D. (UGC-JRF) acknowledge the CSIR-New Delhi and UGC-New Delhi for their fellowships. The authors also acknowledge DST New Delhi for HRMS Facility at BITS Pilani, Pilani Campus under FIST scheme (SR/FST/CSI-270/2015).


Abstract

A new method has been developed for the C–H selenyl­ation of pyrazolo[1,5-a]pyrimidine derivatives under the irradiation of visible light. This photocatalyst-free strategy is applicable to a wide range of pyrazolo[1,5-a]pyrimidines with broad functionalities. The salient features of the method are mild reaction conditions, use of bench-stable oxidant, high regioselectivity, and scalability.

Supporting Information



Publication History

Received: 10 April 2023

Accepted after revision: 06 July 2023

Accepted Manuscript online:
06 July 2023

Article published online:
21 August 2023

© 2023. Thieme. All rights reserved

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Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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