Synlett 2025; 36(10): 1322-1337
DOI: 10.1055/a-2526-0771
account

Recent Advances in the Synthesis of Functionalized Pyrazolo[1,5-a]pyrimidines via C–H Functionalization

Suvam Paul
,
Tathagata Choudhuri
,
Sourav Das
,
Papiya Sikdar
,

A.K.B. acknowledges the Department of Science and Technology and Biotechnology (DSTBT), Government of West Bengal, India (GO no. 324(Sanc.)/STBT-11012(25)/13/2024-ST SEC) for financial support. A.K.B. also acknowledges the financial support from the SERB, DST (File no. EEQ/2018/000498) and the University of Kalyani (PRG). S. P. (CSIR-SRF), T. C. (URS-SRF) and S. D. (UGC-SRF) acknowledge the Council of Scientific and Industrial Research (CSIR) New Delhi, University of Kalyani, and University Grants Commission (UGC), New Delhi, respectively, for their fellowships.


This article is dedicated to Prof. B. C. Ranu on the grand occasion of his 75th birthday

Abstract

Recent developments in the synthesis of functionalized pyrazolo[1,5-a]pyrimidines through C–H functionalization have been summarized in this account, covering the synthesis of 3-halo, 3-nitro, 3-formyl, 3-acetyl, 3-sulfenyl, 3-selenyl, and 3-thiocyanato pyrazolo[1,5-a]pyrimidines and bis(pyrazolo[1,5-a]pyrimidin-3-yl)methanes. The main focus highlights the utilization of sustainable conditions in designing the protocols. Mechanistic aspects of these protocols have also been discussed in detail.

1 Introduction

2 Discussion

2.1 Synthesis of 3-Halo Pyrazolo[1,5-a]pyrimidines

2.2 Synthesis of 3-Nitro Pyrazolo[1,5-a]pyrimidines

2.3 Synthesis of 3-Formyl Pyrazolo[1,5-a]pyrimidine

2.4 Synthesis of 3-Acetyl Pyrazolo[1,5-a]pyrimidines

2.5 Synthesis of 3-Sulfenyl Pyrazolo[1,5-a]pyrimidines

2.6 Synthesis of 3-Selenyl Pyrazolo[1,5-a]pyrimidines

2.7 Synthesis of 3-Thiocyanated Pyrazolo[1,5-a]pyrimidines

2.8 Synthesis of Bis(pyrazolo[1,5-a]pyrimidinyl)methanes

3 Conclusions and Outcome



Publication History

Received: 09 January 2025

Accepted: 27 January 2025

Accepted Manuscript online:
27 January 2025

Article published online:
24 April 2025

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