Regioselective Transition-Metal-Free Oxidative Cyclobutanol Ring Expansion to 4-Tetralones
2018; American Chemical Society; Volume: 20; Issue: 24 Linguagem: Inglês
10.1021/acs.orglett.8b03619
ISSN1523-7060
AutoresPhilipp Natho, Mia Kapun, Lewis A. T. Allen, Philip J. Parsons,
Tópico(s)Chemical Synthesis and Analysis
ResumoA facile and transition-metal-free ring expansion of the cyclobutanol moiety to 4-tetralones fused to heteroaromatic systems is described. The oxidative ring expansion proceeds rapidly and regioselectively through mediation by N-bromosuccinimide and acetonitrile in satisfactory to good yields. The preparation of precursors and the ring expansion have proven to be scalable and are straightforward to carry out.
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