☆ 4.6 Article

Facile two-step synthesis of 3-substituted indazoles using diazo(trimethylsilyl)methylmagnesium bromide

ORGANIC & BIOMOLECULAR CHEMISTRY (2009)

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY

Volume 7, Issue 13, Pages 2804-2808

Publisher

ROYAL SOC CHEMISTRY

DOI: 10.1039/b907796k

Keywords

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Categories

Chemistry, Organic

Funding

KAKENHI
Osaka University Life Science Young Independent Researcher Support Program (Japan Science and Technology Agency)
Nagoya City University
Asahi Kasei Pharma Co

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Abstract

Diazo(trimethylsilyl)methylmagnesium bromide readily reacted with various ketones and aldehydes to give the corresponding 2-diazo-(2-trimethylsilyl)ethanols. These were efficiently converted to indazoles bearing hydroxymethyl units at the 3-position by intermolecular [3+2] cycloaddition with benzynes.

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