4.5 Review

Recent Developments on Denitrogenative Functionalization of Benzotriazoles

Journal

SYNTHESIS-STUTTGART
Volume 52, Issue 24, Pages 3781-3800

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1707253

Keywords

benzotriazoles; BtRC; ring cleavage; coupling reactions; denitrogenative functionalization

Funding

  1. National Natural Science Foundation of China [21572094]
  2. Natural Science Foundation of Zhejiang Province [LY18B020005]
  3. Science Engineering and Research Board (SERB), New Delhi [EMR/2016/001123]

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Benzotriazoles are employed as useful synthons in organic synthesis, and due to their unique structural motif, they are able to undergo denitrogenation during the construction of new bonds. Various methods for the functionalization of benzotriazoles as precursors of -ortho-amino arenediazoniums have recently been developed that involve transition-metal-catalyzed coupling reactions, mainly via cyclization, borylation, alkenylation, alkylation, carbonylation and the formation of carbon-heteroatom bonds. In this short review, we primarily focus on the recent applications of benzotriazoles in organic chemistry that proceed via a denitrogenative process, and the mechanisms are also discussed.

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