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J Org Chem. 2019 May 3;84(9):5913-5921. doi: 10.1021/acs.joc.9b00282. Epub 2019 Apr 2.

Substituent-Oriented Synthesis of Substituted Pyrazoles/Chromeno[3,2- c]pyrazoles via Sequential Reactions of Chromones/3-Chlorochromones and Tosylhydrazones.

Dai T1,2, Li Q3, Zhang X1,2, Yang C1,2.

Author information

1
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica , Chinese Academy of Sciences , 555 Zuchongzhi Road , Shanghai 201203 , China.
2
School of Pharmacy , University of Chinese Academy of Sciences , No. 19A Yuquan Road , Beijing 100049 , China.
3
Department of Pharmacy, Huashan Hospital North , Fudan University , 108 Luxiang Road , Shanghai 201907 , China.

Abstract

A facile and efficient synthetic strategy for the chemoselective synthesis of monocyclic/tricyclic-fused pyrazoles was developed, and it was oriented by different 3-position substituents (H or Cl) on the chromones. The reaction proceeded in a one-pot sequential way with a broad substrate scope and moderate to excellent yields.

PMID:
30919626
DOI:
10.1021/acs.joc.9b00282

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