Novel Aerobic Oxidation of Primary Sulfones to Carboxylic Acids

…, DJ Mastarone, RK Murphy, SS Murphree

Index: Bonaparte, Amy C.; Betush, Matthew P.; Panseri, Bettina M.; Mastarone, Daniel J.; Murphy, Ryan K.; Murphree, S. Shaun Organic Letters, 2011 , vol. 13, # 6 p. 1447 - 1449

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Citation Number: 10

Abstract

In our ongoing studies of sulfone-mediated furan synthesis, we require the conversion of the phenylsulfonylmethyl furan 1 to the corresponding furoic acid 2. We originally envisioned using one of the literature methods for oxidizing the sulfonyl anion derived from 1 to introduce the desired carbonyl group. In the event, however, treatment of the anion of 1 with bis-(trimethylsilyl)peroxide,(15)tert-butyl trimethylsilylperoxide,(16) and ...