Organic Letters 2014-06-20

One-step synthesis of nitrogen-containing medium-sized rings via α-imino diazo intermediates.

Florian Medina, Céline Besnard, Jérôme Lacour

Index: Org. Lett. 16(12) , 3232-5, (2014)

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Abstract

Eight- and 9-membered dioxazocines and dioxazonines are readily synthesized starting from N-sulfonyl-1,2,3-triazoles in a single-step procedure. A perfect regioselectivity and generally good yields (up to 92%) are obtained under dirhodium catalysis using 1,3-dioxolane and 1,3-dioxane as solvents and reagents.