Venkateswarlu Vunnam, Aravinda Kumar K A, Gupta Sorav, Singh Deepika, Vishwakarma Ram A, Sawant Sanghapal D
Medicinal Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Canal Road, Jammu-180 001, India.
Org Biomol Chem. 2015 Aug 7;13(29):7973-8. doi: 10.1039/c5ob01015b. Epub 2015 Jun 25.
A novel and efficient I2/DMSO mediated metal-free strategy is presented for the direct C-C bond cleavage of aryl-/heteroaryl- or aliphatic α-ketoaldehydes by C2-decarbonylation and C1-carbonyl oxidation to give the corresponding carboxylic acids followed by esterification in one pot, offering excellent yields in both the steps. Here, DMSO acts as the oxygen source/oxidant and this reaction works very well under both conventional heating and microwave irradiation. This is a very simple and convenient protocol.
本文提出了一种新颖且高效的碘/二甲基亚砜介导的无金属策略，用于通过C2-脱羰和C1-羰基氧化直接切断芳基/杂芳基或脂肪族α-酮醛的碳-碳键，从而得到相应的羧酸，然后一步酯化，两步反应均具有优异的产率。在此，二甲基亚砜充当氧源/氧化剂，该反应在传统加热和微波辐射下均能很好地进行。这是一个非常简单方便的方法。
