Room‐Temperature, Metal‐Free, and One‐Pot Preparation of 2 H ‐Indazoles through a Mills Reaction and Cyclization Sequence | Zendy

Kondo Masaru | Zendy; Takizawa Shinobu | Zendy; Jiang Yuzhao | Zendy; Sasai Hiroaki | Zendy

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Room‐Temperature, Metal‐Free, and One‐Pot Preparation of 2 H ‐Indazoles through a Mills Reaction and Cyclization Sequence

Author(s) -

Kondo Masaru,

Takizawa Shinobu,

Jiang Yuzhao,

Sasai Hiroaki

Publication year - 2019

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201902242

Subject(s) - indazole , chemistry , sequence (biology) , acetic acid , bromide , metal , organic chemistry , combinatorial chemistry , medicinal chemistry , biochemistry

The Mills reaction and cyclization of readily available 2‐aminobenzyl alcohols and nitrosobenzenes using thionyl bromide provided 2 H ‐indazoles in up to 88 % yields. In the metal‐free process, acetic acid played a crucial role for the both Mills reaction and cyclization. A brominated 2 H ‐indazole could also be obtained through the one‐pot sequence.

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