Regioselective Annulation of 3(5)‐Aminopyrazole with Aryl Ketones or Aryl Alkynes Using N,N‐Dimethylethanolamine as a Single/Triple Carbon Synthon

Author:

Zhang Xinyu12,Chen Jing2,Chen Rener1,Wang Lei13,Ma Yongmin12ORCID

Affiliation:

1. Institute of Advanced Studies and School of Pharmaceutical Sciences Taizhou University Jiaojiang Zhejiang 318000 People's Republic of China

2. School of Pharmaceutical Science Zhejiang Chinese Medical University Hangzhou 310053 People's Republic of China

3. College of Material Chemistry and Chemical Engineering Key Laboratory of Organosilicon Chemistry and Material Technology Ministry of Education Hangzhou Normal University Hangzhou 311121 People's Republic of China

Abstract

AbstractAn efficient and regioselective cyclization for construction of pyrazolo[3,4‐b]pyridines and methylene‐bridged bis(pyrazolo[1,5‐a]pyrimidines) has been established. It involves a [3+2+1] annulation of 3(5)‐aminopyrazole, N,N‐dimethylethanolamine (DMEA), with 1,2‐insertion of aryl methyl ketones or 2,1‐insertion of aryl alkynes. DMEA is oxidized through C(sp3)‐H activation to provide a single or triple carbon source.

Funder

Taizhou University

Publisher

Wiley

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