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Org Biomol Chem ; 22(25): 5052-5086, 2024 Jun 26.
Article in English | MEDLINE | ID: mdl-38856756

ABSTRACT

The past few decades have witnessed the emergence of domino reactions as a powerful tool for the multi-functionalization of alkynes for the rapid and smooth construction of complex molecular architectures. In this context, employing transition metal catalysis, vicinal/geminal cascade functionalization of alkynes involving C-C and C-O bond-formation reactions, has become a preferred strategy for the synthesis of oxygenated motifs. Despite this significant progress, reviews documenting such strategies are either metal/functional group-centric or target-oriented, thus hampering further developments. Therefore, in this review, different conceptual approaches based on C-C and C-O bond-forming events of alkynes such as carboxygenation (C-C and CO bond formation), carboalkoxylation (C-C and C-OR bond formation), and carboacetoxylation (C-C and C-OAc bond formations) are discussed, and examples from the literature from the last two decades are presented. Further, we have presented detailed insights into the mechanism of different transformations.

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