Photogenerated donor-donor diazo compounds enable facile access to spirocyclopropanes

George, Vincent and Koenig, Burkhard (2023) Photogenerated donor-donor diazo compounds enable facile access to spirocyclopropanes. CHEMICAL COMMUNICATIONS, 59 (79). pp. 11835-11838. ISSN 1359-7345, 1364-548X

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Abstract

Prompted by the increasing interest in strained hydrocarbons as potential drug candidates, we developed a simple and efficient photochemical protocol for (spiro)cyclopropanes from bench stable tosylhydrazones and electron poor olefins. This two-step one-pot transformation proceeds by (3+2)-cycloaddition of in situ formed donor-donor diazo compounds, followed by nitrogen extrusion of the & UDelta;1-pyrazoline intermediates. Notably, kinetic analysis enabled the isolation of intermediary spiro-heterocycles. Prompted by the increasing interest in strained hydrocarbons as potential drug candidates, we developed a simple and efficient photochemical protocol for (spiro)cyclopropanes from bench stable tosylhydrazones and electron poor olefins.

Item Type: Article
Uncontrolled Keywords: CYCLOPROPANATION
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 05 Mar 2024 09:05
Last Modified: 05 Mar 2024 09:05
URI: https://pred.uni-regensburg.de/id/eprint/59276

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