Domino Direct Arylation and Cross-Aldol for Rapid Construction of Extended Polycyclic π‑Scaffolds

Five-membered aromatic heterocycles are a ubiquitous skeleton of π-conjugated organic compounds, and their incorporation requires synthetic protocols that are not easily industrially sustainable or scalable. Improved methodologies for their insertion into π-scaffolds are therefore necessary. We report an efficient and scalable protocol involving a one-pot cross-Aldol direct arylation reaction protocol for the rapid construction of thiophene- and furan-based π-extended organic materials.

五元芳香杂环（five-membered aromatic heterocycles）是π共轭有机化合物（π-conjugated organic compounds）中广泛存在的核心骨架，但其引入至目标分子所需的合成工艺往往难以满足工业可持续性与规模化生产的要求。因此，亟需开发可将其高效接入π骨架（π-scaffolds）的改良合成策略。本研究报道了一种高效且可规模化的合成工艺，该工艺采用一锅法交叉羟醛缩合直接芳基化反应（one-pot cross-Aldol direct arylation reaction），可快速构建基于噻吩（thiophene）与呋喃（furan）的π扩展有机材料（π-extended organic materials）。