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Halogen-bonded iodonium ion catalysis: a route to α-hydroxy ketones via domino oxidations of secondary alcohols and aliphatic C–H bonds with high selectivity and control
Chemical Communications ( IF 4.9 ) Pub Date : 2017-09-14 00:00:00 , DOI: 10.1039/c7cc05697d
Somraj Guha 1, 2, 3, 4 , Imran Kazi 1, 2, 3, 4 , Pranamita Mukherjee 1, 2, 3, 4 , Govindasamy Sekar 1, 2, 3, 4
Affiliation  

A domino synthesis of α-hydroxy ketones has been developed from benzylic secondary alcohols employing catalytic iodonium ions stabilized by DMSO. The reaction proceeds through an unprecedented sequential oxidation of alcohols to ketone and its α-hydroxylation in a controlled manner. The spectroscopic evidence establishes the possibility of formation of a stable halogen-bonded adduct between DMSO and iodonium ions.

中文翻译:

卤素键合的碘鎓离子催化:通过仲醇和脂肪族C–H键的多米诺骨牌氧化以高选择性和可控性制备α-羟基酮的途径

由苄基仲醇开发了α-羟基酮的多米诺合成,该苄基仲醇采用了由DMSO稳定的催化碘鎓离子。该反应通过将醇以前所未有的顺序氧化成酮并以受控方式进行其α-羟基化而进行。光谱学证据确定了在DMSO和碘鎓离子之间形成稳定的卤素键合加合物的可能性。
更新日期:2017-09-21
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