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Highly selective palladium-benzothiazole carbene-catalyzed allylation of active methylene compounds under neutral conditions.

ABSTRACT: The Pd-benzothiazol-2-ylidene complex I was found to be a chemoselective catalyst for the Tsuji-Trost allylation of active methylene compounds carried out under neutral conditions and using carbonates as allylating agents. The proposed protocol consists in a simplified procedure adopting an in situ prepared catalyst from Pd2dba3 and 3-methylbenzothiazolium salt V as precursors. A comparison of the performance of benzothiazole carbene with phosphanes and an analogous imidazolium carbene ligand is also proposed.

SUBMITTER: Monopoli A

PROVIDER: S-EPMC4505175 | biostudies-literature | 2015

REPOSITORIES: biostudies-literature

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Highly selective palladium-benzothiazole carbene-catalyzed allylation of active methylene compounds under neutral conditions.

Monopoli Antonio A Cotugno Pietro P Zambonin Carlo Giorgio CG Ciminale Francesco F Nacci Angelo A

Beilstein journal of organic chemistry 20150610

The Pd-benzothiazol-2-ylidene complex I was found to be a chemoselective catalyst for the Tsuji-Trost allylation of active methylene compounds carried out under neutral conditions and using carbonates as allylating agents. The proposed protocol consists in a simplified procedure adopting an in situ prepared catalyst from Pd2dba3 and 3-methylbenzothiazolium salt V as precursors. A comparison of the performance of benzothiazole carbene with phosphanes and an analogous imidazolium carbene ligand is ...[more]

PMID: 26199653

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