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Iodine-Mediated Oxidative Rearrangement of ?,?-Unsaturated Diaryl Ketones: A Facile Access to 1,2-Diaryl Diketones.

ABSTRACT: A metal-free oxidative rearrangement was explored for the synthesis of 1,2-diaryl diketones by utilizing ?,?-unsaturated diaryl ketones and I2/TBHP in good to high yields. The reaction proceeds via oxidative aryl migration, followed by C-C bond cleavage. A simple and high-yielding protocol was developed for the synthesis of a wide range of 1,2-diaryl diketones, which are the backbone for a variety of medicinally important molecules.

SUBMITTER: Bansode AH 

PROVIDER: S-EPMC6648810 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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Iodine-Mediated Oxidative Rearrangement of α,β-Unsaturated Diaryl Ketones: A Facile Access to 1,2-Diaryl Diketones.

Bansode Ajay H AH   Suryavanshi Gurunath G  

ACS omega 20190604 6

A metal-free oxidative rearrangement was explored for the synthesis of 1,2-diaryl diketones by utilizing α,β-unsaturated diaryl ketones and I<sub>2</sub>/TBHP in good to high yields. The reaction proceeds via oxidative aryl migration, followed by C-C bond cleavage. A simple and high-yielding protocol was developed for the synthesis of a wide range of 1,2-diaryl diketones, which are the backbone for a variety of medicinally important molecules. ...[more]

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