Gold(I)-catalyzed regioselective inter-/intramolecular addition cascade of di- and triynes for direct construction of substituted naphthalenes.

Abstract

The gold-catalyzed cascade intermolecular addition-intramolecular carbocyclization reaction of dialkynylbenzenes was developed. In this reaction, regioselective addition of an external nucleophile toward the terminal alkyne and subsequent 6-endo-dig cyclization proceeded to give the 1,3-disubstituted naphthalenes in good yields. The direct synthesis of disubstituted chrysenes via a gold-catalyzed addition and double cyclization cascade using a triyne-type substrate was also achieved.

DOI: 10.1021/jo300771f

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Cite this paper

@article{Naoe2012GoldIcatalyzedRI, title={Gold(I)-catalyzed regioselective inter-/intramolecular addition cascade of di- and triynes for direct construction of substituted naphthalenes.}, author={Saori Naoe and Yamato Suzuki and Kimio Hirano and Yusuke Inaba and Shinya Oishi and Nobutaka Fujii and Hiroaki Ohno}, journal={The Journal of organic chemistry}, year={2012}, volume={77 11}, pages={4907-16} }