Laboratoire de Synthèse Organique, CNRS UMR 7652 Ecole Polytechnique , Palaiseau 91128 Cedex, France.
Org Lett. 2017 Jul 21;19(14):3895-3898. doi: 10.1021/acs.orglett.7b01772. Epub 2017 Jul 12.
A convergent radical based route to azaindanes is described, relying on the degenerative addition transfer of various substituted S-(pyridylmethyl)-O-ethyl dithiocarbonates (xanthates) to functional alkenes followed by radical cyclization onto the pyridine ring activated by protonation with trifluoroacetic acid. In one case, a richly decorated cyclohepta[b]pyridine could be assembled swiftly by allowing the first adduct to N-phenylmaleimide to undergo addition to N-allylphthalimide prior to cyclization.
描述了一种通过聚合自由基途径合成氮杂吲哚的方法，该方法依赖于各种取代的 S-（吡啶甲基）-O-乙基二硫代碳酸酯（黄原酸盐）与功能烯烃的退化加成转移，然后在三氟乙酸质子化作用下，通过自由基环化作用在吡啶环上进行。在一种情况下，可以通过允许第一个加成物与 N-苯基马来酰亚胺发生加成反应，然后再进行环化反应，迅速组装出富含装饰的环庚[b]吡啶。
