Department of Chemistry and Biochemistry, University of Denver , Denver, Colorado 80208, United States.
J Org Chem. 2014 Feb 7;79(3):1235-46. doi: 10.1021/jo4026447. Epub 2014 Jan 14.
Modular preassembly of azaxylylene photoprecursors, halogen-substituted in the aromatic ring, their intramolecular [4 + 4] or [4 + 2] cycloadditions to tethered unsaturated pendants, and subsequent postphotochemical capstone modification of the primary photoproducts via Suzuki coupling provides rapid access to diverse biaryls of unprecedented topology. This synthetic sequence allows for rapid growth of molecular complexity and is well aligned with methodology of Diversity-Oriented Synthesis.
模块化预组装的氮杂亚甲基光前驱体,在芳环上卤代取代,它们与桥接的不饱和侧链发生分子内 [4 + 4] 或 [4 + 2] 环加成反应,然后通过铃木偶联对主要光产物进行后续的光后化学封顶修饰,从而快速获得具有前所未有的拓扑结构的各种联芳烃。这种合成序列允许分子复杂性的快速增长,并且与多样性导向合成的方法学很好地一致。