Journal
CHEMICAL COMMUNICATIONS
Volume 59, Issue 79, Pages 11835-11838Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d3cc03581f
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Prompted by the increasing interest in strained hydrocarbons as potential drug candidates, the researchers developed a simple and efficient photochemical protocol for the synthesis of (spiro)cyclopropanes from stable tosylhydrazones and electron-poor olefins. This protocol involves a two-step one-pot transformation using donor-donor diazo compounds and subsequent nitrogen extrusion of the intermediate UΔ1-pyrazoline. Notably, kinetic analysis allowed for the isolation of intermediate 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. 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.
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