4.5 Review

The Synthesis of Conjugated Bis-Aryl Vinyl Substrates and Their Photoelectrocyclization Reactions towards Phenanthrene Derivatives

Journal

SYNTHESIS-STUTTGART
Volume 53, Issue 7, Pages 1200-1212

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1706001

Keywords

electrocyclization; photochemistry; cross-coupling; singlet-excited state; triplet-excited state; aromaticity; dihydrophenanthrene; natural product synthesis

Funding

  1. National Science Foundation [CHE 1465113]
  2. National Institutes of Health [GM132531-02]

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This review focuses on the photoelectrocyclization of conjugated vinyl biaryls as a valuable strategy for generating phenanthrene derivatives. It provides an overview of the transformation mechanism, discusses the reaction scope, and highlights the application of the reaction in natural product synthesis.
The photoelectrocyclization of conjugated vinyl biaryls has proven to be a valuable and efficient strategy for generating phenanthrene derivatives. Contained in this review is an overview of the mechanism for the transformation and a discussion of the reaction scope with a focus on the electrocyclization itself, rearomatization, and the application of the reaction in natural product synthesis. 1 Introduction 2 The Synthesis of Conjugated Vinyl Biaryls 3 Mechanistic Studies 4 Substrate Scope 5 Applications 6 Conclusions

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