ortho-Amide-Directed Oxidation of Internal Aryl Alkynes Mediated by Cerium(IV) Ammonium Nitrate

This review segregates and outlines all the aspects of the synthesis of Benzil for almost two centuries. Here, state of the art review includes the early synthesis in 1836 to the advancement made over the past years in the knowledge of the preparation of benzil derivatives till the present. Benzil is one of the important and highly underrated organic compounds in which two adjacent carbonyl groups are flanked by two phenyl rings. Apart from its diverse functionality, the reactivity of benzils proclaims its prospects as a reagent for the synthesis of various heterocycles. On recasting benzil, it is possible to obtain a wide variety of utilities in pharmaceuticals, polymer, and material chemistry. This contemplation of the review gives a general perspective of reaction routes, mechanisms and highlights the conversions due to oxidation, and accentuates benzil as an emerging putative target.

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Benzils: A Review on their Synthesis

Shaikh

Kamble

Bayannavar

2022

Asian J Org Chem

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Sequentially Pd/Cu‐Catalyzed Alkynylation‐Oxidation Synthesis of 1,2‐Diketones and Consecutive One‐Pot Generation of Quinoxalines

et al. 2019

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We report a simple and efficient one‐pot synthesis of 1,2‐diketones by concatenation of two Pd/Cu‐catalyzed processes: Pd0/CuI‐catalyzed Sonogashira coupling of terminal alkynes with aryl (pseudo)halides furnishes internal alkynes, which are directly transformed by PdII/CuII‐catalyzed Wacker‐type oxidation with DMSO and oxygen as dual oxidants to furnish 1,2‐diketones. With this efficient, catalyst economical process, various aryl iodides and triflates are efficiently transformed in high yields into symmetrically and unsymmetrically substituted 1,2‐diketones with various functional groups. This process can be readily extended to a consecutive one‐pot synthesis of quinoxalines in a diversity‐oriented fashion.

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Synthesis of 3-(Bromomethylene)isobenzofuran-1(3H)-ones through regioselective 5-exo-dig bromocyclization of 2-alkynylbenzoic acids

et al. 2019

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ortho-Amide-Directed Oxidation of Internal Aryl Alkynes Mediated by Cerium(IV) Ammonium Nitrate

Abstract: A fascinating oxidation of alkynes mediated by CAN directed by the amide group to synthesize N-[2-(2-oxo-2-phenylacetyl)phenyl]benzamide derivatives under mild conditions is reported. Excellent yields were obtained with various substituents by this method.

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Benzils: A Review on their Synthesis

Benzils: A Review on their Synthesis

Sequentially Pd/Cu‐Catalyzed Alkynylation‐Oxidation Synthesis of 1,2‐Diketones and Consecutive One‐Pot Generation of Quinoxalines

Synthesis of 3-(Bromomethylene)isobenzofuran-1(3H)-ones through regioselective 5-exo-dig bromocyclization of 2-alkynylbenzoic acids

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