Maximizing Step‐Normalized Increases in Molecular Complexity: Formal [4+2+2+2] Photoinduced Cyclization Cascade to Access Polyheterocycles Possessing Privileged Substructures
Maximizing Step‐Normalized Increases in Molecular Complexity: Formal [4+2+2+2] Photoinduced Cyclization Cascade to Access Polyheterocycles Possessing Privileged Substructures
复制标题
最大化步骤 - 分子复杂性的标准化增加：形式 [4 2 2 2] 光诱导环化级联以获得拥有特权子结构的多杂环
DOI：
10.1002/anie.202112573
复制
发表时间：
2021
期刊：
影响因子：
--
通讯作者：
Kutateladze, Andrei G.
中科院分区：
文献类型：
--
作者：
Reddy, D. Sai;Novitskiy, Ivan M.;Kutateladze, Andrei G.
一个新的复杂性建设光诱导级联相当于一个前所未有的正式[4+2+2+2]环加成拓扑结构的发展，以获得复杂的氮多杂环。这种光级联反应是由芳香族氨基酮中的激发态分子内质子转移（ESIPT）引发的，该芳香族氨基酮具有栓系的双不饱和侧基，即吡咯和烯基部分，导致形成四个σ-键并在单个实验简单的光化学步骤中设置六个新的立体中心，复杂性增加高达220 mcbit。
A new complexity building photoinduced cascade which amounts to an unprecedented formal [4+2+2+2] cycloaddition topology is developed to access complex nitrogen polyheterocycles. This photocascade is initiated by the excited state intramolecular proton transfer (ESIPT) in aromatic amino ketones with tethered dual unsaturated pendants, i.e. pyrrole and alkenic moieties, resulting in the formation of four σ‐bonds and setting six new stereogenic centers in a single experimentally simple photochemical step with up to 220 mcbit complexity increases.