Journal
ORGANIC LETTERS
Volume 10, Issue 16, Pages 3485-3488Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol801264u
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Funding
- NIGMS NIH HHS [R01 GM074825-04, GM074825, R01 GM074825, R01 GM074825-03] Funding Source: Medline
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The direct conversion of various amides to isoquinoline and beta-carboline derivatives via mild electrophilic amide activation, with trifluoromethanesulfonic anhydride in the presence of 2-chloropyridine, is described. Low-temperature amide activation followed by cyclodehydration upon warming provides the desired products with short overall reaction times. The successful use of nonactivated and halogenated phenethylene derived amides, N-vinyl amides, and optically active substrates is noteworthy.
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