4.8 Article

Dibromoisobenzofuran as a Formal Equivalent of Didehydroisobenzofuran: Reactive Platform for Expeditious Assembly of Polycycles

Journal

ORGANIC LETTERS
Volume 16, Issue 1, Pages 286-289

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol4032792

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Funding

  1. MEXT, Japan
  2. ACT-C from Japan Science and Technology Agency
  3. Grants-in-Aid for Scientific Research [24106742, 24550067] Funding Source: KAKEN

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Two-directional annulation of dibromoisobenzofuran, a formal equivalent to didehydroisobenzofuran, was developed. Importantly, selective bromine lithium exchange allows the tandem generation of benzynes and dual cycloadditions with two different arynophiles. Also described is the application to the synthesis of a substituted pentacene.

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