Mn(i)-Catalyzed nucleophilic addition/ring expansion via C-H activation and C-C cleavage.

Chem Commun (Camb)

Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China. and School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU), Xi'an 710062, China.

Published: September 2019

Mn(i)-Catalyzed synthesis of seven- or eight-membered carbocycles is disclosed via C-H activation of heteroarenes and coupling with alkyne-functionalized 1,3-cyclopentadiones or 1,3-cyclohexadiones. This n to n + 2 (n = 5, 6) ring expansion reaction proceeded via a C-H alkenylation/carbonyl addition/retro-Aldol cascade. Structurally diverse mid-sized carbocycles were constructed via cleavage of both C-H and C-C bonds in a single operation.

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Source
http://dx.doi.org/10.1039/c9cc05973cDOI Listing

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