4.5 Article

Reactions of Arynes Involving Transition-Metal Catalysis

Journal

SYNTHESIS-STUTTGART
Volume 49, Issue 19, Pages 4414-4433

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1589094

Keywords

aryne; transition-metal catalysis; aromatic ring; multicomponent reactions; C-H activation

Funding

  1. NSFC [21672069, 21472050]
  2. DFMEC [20130076110023]
  3. Fok Ying Tung Education Foundation [141011]
  4. Program for Shanghai Rising Star [15QA1401800]
  5. Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning
  6. National Program for Support of Top-notch Young Professionals

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Arynes are important building blocks for introducing aromatic rings into molecules and they are frequently utilized in syntheses. Historically, arynes were generated under harsh conditions and this limited their use. Arynes can now be generated under milder conditions, e.g. from 2-(trimethylsilyl)phenyl triflate, and utilized in transition-metal catalyzed reactions such as [2+2+2] reactions, insertion into sigma-bonds, cascade cyclizations and C-H activation reactions. This short review focuses on transition-metal-catalyzed reactions relevant to aryne intermediates generated from 2-(trimethylsilyl)phenyl triflates and other aryne precursors.

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