Sterically demanding Csp2(ortho-substitution)–Csp3(tertiary) bond formation via carboxylate-directed Mizoroki-Heck reaction under extra-ligand-free conditions

Zeng, Wei; Chen, Ai-Wen; Yan, Ming-Jie; Wang, Jie

doi:10.1039/d3ob01784b

Org. Biomol. Chem.

2024

DOI: 10.1039/d3ob01784b

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Sterically demanding Csp²(ortho-substitution)–Csp³(tertiary) bond formation via carboxylate-directed Mizoroki-Heck reaction under extra-ligand-free conditions

Wei Zeng,

Ai-Wen Chen,

Ming-Jie Yan

et al.

Abstract: Construction of the sterically demanding Csp2(oS)–Csp3(T) bond was achieved by carrying out the Pd-catalyzed carboxylate-directed Mizoroki-Heck reaction under extra-ligand-free aqueous conditions.

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Palladium‐Catalyzed Intermolecular [5+2] Cycloaddition: Highly Regioselective Synthesis of Allene‐Containing 2‐Benzoxepines

Shen,

Yang,

et al. 2024

Eur J Org Chem

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Palladium‐catalyzed intermolecular [5+2] cycloaddition of propargylic carbonates with benzyl allenyl ethers has been developed for the synthesis of allene‐containing 2‐benzoxepines. The reaction proceeds by a pathway involving decarboxylative allenylpalladium formation, regioselective intermolecular insertion, and intramolecular nucleophilic attack. In this way, the sequential formation of C−C and C−O bonds results in the generation of a 2‐benzoxepine skeleton in a one‐pot process.

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Palladium‐Catalyzed Intermolecular [5+2] Cycloaddition: Highly Regioselective Synthesis of Allene‐Containing 2‐Benzoxepines

Shen,

Yang,

et al. 2024

Eur J Org Chem

View full text Add to dashboard Cite

show abstract

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Sterically demanding Csp²(ortho-substitution)–Csp³(tertiary) bond formation via carboxylate-directed Mizoroki-Heck reaction under extra-ligand-free conditions

Abstract: Construction of the sterically demanding Csp2(oS)–Csp3(T) bond was achieved by carrying out the Pd-catalyzed carboxylate-directed Mizoroki-Heck reaction under extra-ligand-free aqueous conditions.

Cited by 1 publication

References 43 publications

Palladium‐Catalyzed Intermolecular [5+2] Cycloaddition: Highly Regioselective Synthesis of Allene‐Containing 2‐Benzoxepines

Palladium‐Catalyzed Intermolecular [5+2] Cycloaddition: Highly Regioselective Synthesis of Allene‐Containing 2‐Benzoxepines

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