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Copper-Catalyzed Borylation of Styrenes by 1,8-Diaminonaphthalene-Protected Diboronic Acid.

ABSTRACT: We report a concise synthesis of 1,8-diaminonaphthalene-protected diboronic acid (B₂(dan)₂), which is a promising borylating agent. B₂(dan)₂ is a bench-stable compound, and it could be utilized for Cu-catalyzed borylation of styrene derivatives. The reaction proceeded in a highly selective manner, and the products were isolated in up to 97% yields. Mechanistic studies revealed that a borate species would be a key intermediate for the borylation reaction.

SUBMITTER: Yasuda T

PROVIDER: S-EPMC10071482 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature

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Copper-Catalyzed Borylation of Styrenes by 1,8-Diaminonaphthalene-Protected Diboronic Acid.

Yasuda Taiga T Yoshigoe Yusuke Y Saito Shinichi S

Organic letters 20230322 12

We report a concise synthesis of 1,8-diaminonaphthalene-protected diboronic acid (B2(dan)2), which is a promising borylating agent. B2(dan)2 is a bench-stable compound, and it could be utilized for Cu-catalyzed borylation of styrene derivatives. The reaction proceeded in a highly selective manner, and the products were isolated in up to 97% yields. Mechanistic studies revealed that a borate species would be a key intermediate for the borylation reactio ...[more]

PMID: 36947669

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