Institut für Chemie, Universität Potsdam, Potsdam, Germany.
Org Biomol Chem. 2011 Oct 26;9(22):7599-605. doi: 10.1039/c1ob06066j. Epub 2011 Sep 6.
The photo-dehydro-Diels-Alder (PDDA) reaction is a valuable extension of the classical Diels-Alder (DA) reaction. The PDDA reaction differs from the DA reaction by the replacement of one of the C-C-double bonds of the diene moiety by a C-C triple bond and by the photochemical triggering of the reaction. This entails that, in contrast to the DA reaction, the PDDA reaction proceeds according to a multistage mechanism with biradicals and cycloallenes as intermediates. The PDDA reaction provides access to a considerable variety of compound classes. For example, 1-phenylnaphthlenes, 1,1'-binaphthyls, N-heterocyclic biaryls, and naphthalenophanes could be obtained by this reaction.
光脱氢 Diels-Alder（PDDA）反应是经典 Diels-Alder（DA）反应的一个重要扩展。PDDA 反应与 DA 反应的区别在于，二烯部分的一个 C-C 双键被 C-C 三键取代，并且通过光化学触发反应。这意味着，与 DA 反应不同，PDDA 反应根据多阶段机制进行，其中双自由基和环丙烯作为中间体。PDDA 反应提供了获得相当多种化合物类别的途径。例如，通过该反应可以获得 1-苯基萘、1,1'-联萘、N-杂环联芳烃和萘烷。
