Au(I)-catalyzed and iodine-mediated cyclization of enynylpyrazoles to provide pyrazolo[1,5-a]pyridines

被引：28

作者：

Wu, Hung-Chou ^{[2
]}

Yang, Chia-Wen ^{[1
]}

Hwang, Long-Chih ^{[2
]}

Wu, Ming-Jung ^{[1
]}

机构：

[1] Natl Sun Yat Sen Univ, Dept Chem, Kaohsiung 80424, Taiwan

[2] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung, Taiwan

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 33期

关键词：

RECEPTOR LIGANDS; INTERMOLECULAR HYDROAMINATION; ELECTROPHILIC CYCLIZATION; POTENT ACTIVITY; DISCOVERY; ALKYNES; PYRAZOLOPYRIDINES; DERIVATIVES; ANTAGONISTS; YLIDES;

D O I：

10.1039/c2ob25973g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrazolo[1,5-a]pyridines and 6-iodopyrazolo[1,5-a]pyridines were synthesized by gold-catalyzed and iodine-mediated cyclization of enynylpyrazoles in good to excellent yields, respectively. The iodinated adducts were further converted to 6-arylpyrazolo[1,5-a]pyridines via Suzuki-Miyaura coupling reaction and 6-cyanopyrazolo[1,5-a]pyridine by Ullmann condensation reaction. One of the cyclization adducts, 2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine, was converted to a p38 kinase inhibitor, 2-(4-fluorophenyl)-3-(4-pyridinyl)pyrazolo[1,5-a]pyridine, in two steps.

引用

页码：6640 / 6648

页数：9

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