Ring-opening decarbonylative C(sp ³ )–C(sp ³ ) cross-electrophile coupling of cyclic imides with unactivated alkyl chlorides

Niklas J. Lentelink; Peter M. F. Pânzar; Nathalie A. V. Rowlinson; Bill Morandi

doi:10.1039/d6sc00815a

January 1, 2026Chemical ScienceOpen Access

Ring-opening decarbonylative C(sp ³ )–C(sp ³ ) cross-electrophile coupling of cyclic imides with unactivated alkyl chlorides

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Key Points

This research aims to explore the potential of cyclic imides in decarbonylative C(sp3)–C(sp3) cross-electrophile coupling.
Utilized nickel-mediated activation for N–C(O) bonds
Engaged cyclic imides as electrophiles
Combined with unactivated alkyl chlorides for coupling reactions
Successfully demonstrated C(sp3)–C(sp3) cross-electrophile coupling
Proved cyclic imides can act as effective electrophiles
Established a method for coupling using unactivated alkyl chlorides

Implication

Selective coupling establishes cyclic imides as electrophiles for alkyl chloride reactions, indicating potential synthetic applications.

Abstract

Selective nickel-mediated endocyclic N–C(O) activation establishes cyclic imides as competent electrophiles in decarbonylative C(sp 3 )–C(sp 3 ) cross-electrophile coupling with unactivated alkyl chlorides.

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Cite This Study

Lentelink et al. (2026) studied this question.

synapsesocial.com/papers/69b3ab4c02a1e69014ccc0fc https://doi.org/10.1039/d6sc00815a

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Ring-opening decarbonylative C(sp ³ )–C(sp ³ ) cross-electrophile coupling of cyclic imides with unactivated alkyl chlorides

Key Points

Implication

Abstract

Discussion

Cite This Study

Ring-opening decarbonylative C(sp ³ )–C(sp ³ ) cross-electrophile coupling of cyclic imides with unactivated alkyl chlorides

Key Points

Implication

Abstract

Discussion

Cite This Study

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