Synthesis of Unsymmetrical Carbazoles: A Mechanistic Cautionary Tale When Using <i>ortho</i> -Borylaryl Triflates in Catalysis

-borylaryl triflates, which is in contrast to previous reports which invoke them as aryne precursors. Utilizing Hammett parameters as a rationale, we developed a predictive approach to optimize the placement of substituents on the starting materials to maximize yields.

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Journal
ACS Catalysis
Published
2026-04-13
DOI
https://doi.org/10.1021/acscatal.6c01835
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of Unsymmetrical Carbazoles: A Mechanistic Cautionary Tale When Using ortho -Borylaryl Triflates in Catalysis

Courtney C. Roberts, Douglas Kavaguti, Brylon N. Denman
ACS Catalysis
Organoboron and organosilicon chemistry
article

Synthesis of Unsymmetrical Carbazoles: A Mechanistic Cautionary Tale When Using ortho -Borylaryl Triflates in Catalysis

Courtney C. Roberts, Douglas Kavaguti, Brylon N. Denman
article en

Abstract

-borylaryl triflates, which is in contrast to previous reports which invoke them as aryne precursors. Utilizing Hammett parameters as a rationale, we developed a predictive approach to optimize the placement of substituents on the starting materials to maximize yields.

ACS Catalysis
University of Minnesota System (US)
Alfred P. Sloan Foundation, Bristol-Myers Squibb Foundation, Camille and Henry Dreyfus Foundation, Amgen, University of Minnesota, National Institute of General Medical Sciences
Openalex Percentile: Top 19%
Organoboron and organosilicon chemistry
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Synthesis of Unsymmetrical Carbazoles: A Mechanistic Cautionary Tale When Using <i>ortho</i> -Borylaryl Triflates in Catalysis — Courtney C. Roberts, Douglas Kavaguti, et al. · ACS Catalysis (2026) | TGRS Research Map | TGRS