Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 359, Issue 20, Pages 3515-3519Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201700577
Keywords
Acyloxycyanation; acetonitrile; isocoumarins; phthalides; iodolactonization
Categories
Funding
- National Natural Science Foundation of China [21672144, 21272001]
- Shanghai Education Committee [13ZZ014]
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An efficient difunctionalization of alkynes by tandem iodolactonization and copper-catalyzed cyanation using acetonitrile as a cyanating reagent is reported for the first time. This approach can afford cyano-containing isocoumarin or phthalide derivatives in good yields by careful choice of the carboxylate nucleophiles and electrophilic iodine sources. Thus, an acyloxycyanation strategy can be achieved in good yields and high regioselectivity of either 6-endo or 5-exo cyclization products.
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