Construction of Nine-Membered Heterocycles through Palladium-Catalyzed Formal [5+4] Cycloaddition.

Yang, Li-Cheng; Rong, Zi-Qiang; Wang, Ya-Nong; Tan, Zher Yin; Wang, Min; Zhao, Yu

Yang, Li-Cheng; Rong, Zi-Qiang; Wang, Ya-Nong; Tan, Zher Yin; Wang, Min; Zhao, Yu.

Afiliação

Yang LC; Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Rong ZQ; Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Wang YN; Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Tan ZY; Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Wang M; Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
Zhao Y; Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.

Angew Chem Int Ed Engl ; 56(11): 2927-2931, 2017 03 06.

Article em En | MEDLINE | ID: mdl-28165185

ABSTRACT

ABSTRACT

The first catalytic formal [5+4] cycloaddition to prepare nine-membered heterocycles is presented. Under palladium catalysis, the reaction of N-tosyl azadienes and substituted vinylethylene carbonates (VECs) proceeds smoothly to produce benzofuran-fused heterocycles in uniformly high efficiency. Highly diastereoselective functionalization of the nine-membered heterocycles through peripheral attack is also demonstrated.

Palavras-chave

[5+4] cycloaddition; heterocycles; homogeneous catalysis; nine-membered rings; palladium

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Ano de publicação: 2017 Tipo de documento: Article País de afiliação: Singapura

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