Journal
ORGANIC LETTERS
Volume 15, Issue 16, Pages 4074-4077Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4016089
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Funding
- University of Ottawa
- NSERC
- Canadian Foundation for Innovation
- Ontario Ministry of Research and Innovation
- AstraZeneca Canada
- GreenCentre Canada
- OmegaChem
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Complex hydrazone derivatives can be accessed readily from hydrazones upon heating in the presence of nucleophiles. This reactivity likely involves imino-isocyanate intermediates, and a variety of leaving groups can be used at temperatures ranging from 20 to 150 degrees C. Alcohols, thiols, primary, and secondary amines can be used as nucleophiles, thus providing a simple alternative to the synthesis of hydrazones via condensation on the parent carbonyl precursor and allowing late-stage derivatization.
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