Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 1, Pages 155-159Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201904210
Keywords
enamines; organocatalysis; photosensitisation; pyrazoles; sydnones
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Funding
- EPSRC
- AstraZeneca
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Sydnone-based cycloaddition reactions are a versatile platform for pyrazole synthesis, however they operate under harsh conditions (high temperature and long reaction times). Herein we report a strategy that addresses this limitation utilizing the synergistic combination of organocatalysis and visible-light photocatalysis. This new approach proceeds under ambient conditions and with excellent levels of regiocontrol. Mechanistic studies suggest that photoactivation of sydnones, rather than enamines, is key to the successful implementation of this process.
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