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Article

CuI-Catalyzed Domino Process to 2,3-Disubstituted Benzofurans from 1-Bromo-2-Iodobenzenes and β-Keto Esters

Supporting Info

Biao Lu,^† Bao Wang,^‡ Yihua Zhang,^‡ and Dawei Ma*^†

State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, and Center of Drug Discovery, China Pharmaceutical University, Nanjing 210009, China

J. Org. Chem., 2007, 72 (14), pp 5337–5341

DOI: 10.1021/jo070729r

Publication Date (Web): June 19, 2007

†

Chinese Academy of Sciences.

‡

China Pharmaceutical University.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, madw@mail.sioc.ac.cn

Abstract

CuI-catalyzed coupling of 1-bromo-2-iodobenzenes with β-keto esters in THF at 100 °C leads to 2,3-disubstituted benzofurans. This domino transformation involves an intermolecular C−C bond formation and a subsequent intramolecular C−O bond formation process. Benzofurans with different substituents at the 5- and 6-position are accessible by employing the corresponding 1-bromo-2-iodobenzenes.

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Published In Issue July 06, 2007
Received April 7, 2007

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Article

CuI-Catalyzed Domino Process to 2,3-Disubstituted Benzofurans from 1-Bromo-2-Iodobenzenes and β-Keto Esters

Abstract

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History

Recommend & Share

Related Content

Assembly of 3-Acyloxindoles via CuI/l-Proline-Catalyzed Intramolecular Arylation of β-Keto Amides

Assembly of Conjugated Enynes and Substituted Indoles via CuI/Amino Acid-Catalyzed Coupling of 1-Alkynes with Vinyl Iodides and 2-Bromotrifluoroacetanilides

Amino Acid Promoted CuI-Catalyzed C−N Bond Formation between Aryl Halides and Amines or N-Containing Heterocycles

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