Organocuprates efficiently undergo reaction with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a “double duty” in this cascade transformation, which proceeds through an S N2′-substitution followed by a consequent cycloisomerization step.
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In memory of Professor Edmunds Lukevics.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1816-1827, December, 2011.
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Chernyak, D., Gevorgyan, V. Organocopper-mediated two-component S N2′-substitution cascade towards N-fused heterocycles. Chem Heterocycl Comp 47, 1516–1526 (2012). https://doi.org/10.1007/s10593-012-0942-1
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DOI: https://doi.org/10.1007/s10593-012-0942-1