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The coupling of aromatic moieties with saturated heterocyclic partners is currently an area of significant interest for the pharmaceutical industry. Herein, we present a procedure for the metal-free coupling of 4-, 5-, and 6-membered saturated heterocyclic p-methoxyphenyl (PMP) sulfonylhydrazones with aryl and heteroaromatic boronic acids. This procedure enables a simple, two-step synthesis of a range of functionalized sp2–sp3 linked bicyclic building blocks, including oxetanes, piperidines, and azetidines, from their parent ketones.
Metal-free coupling of saturated heterocyclic sulfonylhydrazones with boronic acids
D.M. Allwood, D.C. Blakemore, A.D. Brown, S.V. Ley, J. Org. Chem. 2014, 79, 328-338
http://pubs.acs.org/doi/abs/10.1021/jo402526z
