Synthesis of α‑Quaternary Amides via\nCp*Co(III)-Catalyzed Sequential C–H Bond Addition to 1,3-Dienes\nand Isocyanates

The synthesis of sterically congested\namides was accomplished via\nCp*Co(III)-catalyzed sequential C–H bond addition to 1,3-dienes\nfollowed by aminocarbonylation with isocyanates, a coupling partner\nthat had never been utilized in sequential C–H bond addition\nreactions. A variety of C–H bond reactants, internally substituted\ndienes, and aromatic isocyanates provided secondary amide products\nincorporating α-all-carbon quaternary centers. The conversion\nof the amide products to other useful compound classes was also demonstrated.

Publication Details

Journal
Figshare
Published
2024-10-31
DOI
https://doi.org/10.1021/acs.orglett.4c03740.s001
Primary Topic
Advanced Synthetic Organic Chemistry
Type
article
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Synthesis of α‑Quaternary Amides via\nCp*Co(III)-Catalyzed Sequential C–H Bond Addition to 1,3-Dienes\nand Isocyanates

Figshare
Advanced Synthetic Organic Chemistry
article

Synthesis of α‑Quaternary Amides via\nCp*Co(III)-Catalyzed Sequential C–H Bond Addition to 1,3-Dienes\nand Isocyanates

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Abstract

The synthesis of sterically congested\namides was accomplished via\nCp*Co(III)-catalyzed sequential C–H bond addition to 1,3-dienes\nfollowed by aminocarbonylation with isocyanates, a coupling partner\nthat had never been utilized in sequential C–H bond addition\nreactions. A variety of C–H bond reactants, internally substituted\ndienes, and aromatic isocyanates provided secondary amide products\nincorporating α-all-carbon quaternary centers. The conversion\nof the amide products to other useful compound classes was also demonstrated.

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Advanced Synthetic Organic Chemistry
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Synthesis of α‑Quaternary Amides via\nCp*Co(III)-Catalyzed Sequential C–H Bond Addition to 1,3-Dienes\nand Isocyanates · Figshare (2024) | TGRS Research Map | TGRS