期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 19, 页码 7372-7376出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201915425
关键词
cross-coupling; heterocycles; sulfur; sulfurane
Despite the tremendous utilities of metal-mediated cross-couplings in modern organic chemistry, coupling reactions involving nitrogenous heteroarenes remain a challenging undertaking - coordination of Lewis basic atoms into metal centers often necessitate elevated temperature, high catalyst loading, etc. Herein, we report a sulfur (IV) mediated cross-coupling amendable for the efficient synthesis of heteroaromatic substrates. Addition of heteroaryl nucleophiles to a simple, readily-accessible alkyl sulfinyl (IV) chloride allows formation of a trigonal bipyramidal sulfurane intermediate. Reductive elimination therefrom provides bis-heteroaryl products in a practical and efficient fashion.
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