Mechanochemical\nActivation of Aryl Diazonium Salts:\nSynthesis of Polycyclic (Hetero)Aromatics

Although the synthesis of polycyclic (hetero)aromatics\nvia the\n[4 + 2] benzannulation process has been thoroughly explored, the restricted\navailability of energy sources (including thermal, light, and electrical\nenergy) mandates the utilization of substantial quantities of organic\nsolvents, inevitably leading to environmental pollution, resource\nwastage, and low reaction efficiency. Herein, we report a new method\nfor the synthesis of polycyclic (hetero)aromatics from diazonium salts\nand alkynes under ball-milling conditions. This mechanochemical approach\nrequires only substoichiometric amounts of DMSO as a liquid-assisted\ngrinding additive and furnishes the desired product in a short time.

Publication Details

Journal
Figshare
Published
2024-08-20
DOI
https://doi.org/10.1021/acs.joc.4c01107.s001
Primary Topic
Crystallography and molecular interactions
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article
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article

Mechanochemical\nActivation of Aryl Diazonium Salts:\nSynthesis of Polycyclic (Hetero)Aromatics

Figshare
Crystallography and molecular interactions
article

Mechanochemical\nActivation of Aryl Diazonium Salts:\nSynthesis of Polycyclic (Hetero)Aromatics

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Abstract

Although the synthesis of polycyclic (hetero)aromatics\nvia the\n[4 + 2] benzannulation process has been thoroughly explored, the restricted\navailability of energy sources (including thermal, light, and electrical\nenergy) mandates the utilization of substantial quantities of organic\nsolvents, inevitably leading to environmental pollution, resource\nwastage, and low reaction efficiency. Herein, we report a new method\nfor the synthesis of polycyclic (hetero)aromatics from diazonium salts\nand alkynes under ball-milling conditions. This mechanochemical approach\nrequires only substoichiometric amounts of DMSO as a liquid-assisted\ngrinding additive and furnishes the desired product in a short time.

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Openalex Percentile: Top 59%
Crystallography and molecular interactions
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Mechanochemical\nActivation of Aryl Diazonium Salts:\nSynthesis of Polycyclic (Hetero)Aromatics · Figshare (2024) | TGRS Research Map | TGRS