Decarboxylative cyclization of o-chlorobenzoic acids with C,C-palladacycles formed by an aminopalladation/dealkylation strategy to access dibenzo[a,c]carbazoles?

Organic Chemistry Frontiers Pub Date: 2022-05-06 DOI: 10.1039/D2QO00490A

Abstract

Herein a novel palladium-catalyzed tandem decarboxylative biscyclization of o-alkynylanilines with o-chlorobenzoic acids has been reported, which provides an efficient approach for the assembly of dibenzo[a,c]carbazoles. This protocol employs an intramolecular aminopalladation/dealkylation strategy to form C,C-palladacycles, which allow the construction of one C–N bond and two C–C bonds by reacting with o-chlorobenzoic acids. The method features a broad substrate scope and excellent functional group compatibility.

Graphical abstract: Decarboxylative cyclization of o-chlorobenzoic acids with C,C-palladacycles formed by an aminopalladation/dealkylation strategy to access dibenzo[a,c]carbazoles
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