# Bromination Functionalization of Diazo Compounds with CBr4 via Convergent Paired Electrolysis

**Authors:** Qian Wang, Wentian Wu, Haibo Mei, Jorge Escorihuela, Romana Pajkert, Gerd-Volker Röschenthaler, Jianlin Han

PMC · DOI: 10.1021/acs.orglett.5c05051 · Organic Letters · 2026-01-13

## TL;DR

This paper introduces a new electrochemical method to create α-bromo phosphonates using diazo compounds and CBr4 under mild conditions.

## Contribution

The first example of direct anodic oxidation of diazos coupled with in situ-generated nucleophiles via convergent paired electrolysis.

## Key findings

- The method achieves up to 96% yields of α-bromo phosphonates.
- It uses mild conditions and shows good substrate compatibility.
- The reaction is scalable and introduces a new electrochemical mode for diazo compounds.

## Abstract

An electrochemical bromination of diazo compounds with
CBr4 as a bromine source via convergent paired electrolysis
has
been developed, which affords α-bromo phosphonates as products
in up to 96% yields. This work represents the first example of direct
anodic oxidation of diazos to couple with an in situ-generated nucleophile from the cationic reduction of CBr4 by using CH2Cl2 as a hydrogen source. This
reaction features mild conditions, good substrate compatibility, and
scale-up applicability, which represents a new electrochemical reaction
mode of diazo compounds and also provides easy access to α-bromo
phosphonates.

## Linked entities

- **Chemicals:** CBr4 (PubChem CID 11205), CH2Cl2 (PubChem CID 6344)

## Full-text entities

- **Chemicals:** ester (MESH:D004952), CH2Cl2 (MESH:D008752), C (MESH:D002244), alkenes (MESH:D000475), cyclopropane (MESH:C030797), polymer (MESH:D011108), graphite (MESH:D006108), 1,2-dichloroethane (MESH:C024565), oxygen (MESH:D010100), salicylic acids (MESH:D012459), selenium (MESH:D012643), Ag (MESH:D012834), carbene (MESH:C030011), BHT (MESH:D002084), hydrogen (MESH:D006859), N-methyl anilines (MESH:C021313), bromine (MESH:D001966), N2 (MESH:D009584), 1,1-diphenylethene (MESH:C587461), platinum (MESH:D010984), phosphonate (MESH:D063065), bromide (MESH:D001965), A (MESH:D001151), CBr4 (-), tetrabromomethane (MESH:C031387), AgCl (MESH:C037548), Acetonitrile (MESH:C032159), thiols (MESH:D013438), ketone (MESH:D007659), 13C (MESH:C000615229)

## Full text

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## Figures

10 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12848972/full.md

## References

14 references — full list in the complete paper: https://tomesphere.com/paper/PMC12848972/full.md

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Source: https://tomesphere.com/paper/PMC12848972