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

Abstract

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 Introduction2 The Synthesis of Conjugated Vinyl Biaryls3 Mechanistic Studies4 Substrate Scope5 Applications6 Conclusions

Deaminative ring contraction for the synthesis of polycyclic heteroaromatics: a concise total synthesis of toddaquinoline

“…Classic approaches 12 to build phenanthrenes from stilbene precursors include the Pschorr, 13 and Mallory reactions, 14,15 which have seen impressive procedural updates. 16,17 Unsurprisingly, the advent of transition metal-catalyzed cross-coupling reactions makes construction of the biaryl bond a natural entry point to these scaffolds.…”