Fine Chemical Laboratory, Department of Chemistry, Indian Institute of Technology-Kanpur , Kanpur 208016, India.
Org Lett. 2017 Jan 6;19(1):6-9. doi: 10.1021/acs.orglett.6b02819. Epub 2016 Dec 13.
Efficient, sustainable, highly regiospecific substituted pyrroles were synthesized using a well-defined, air stable, molecular iron(0) complex. The developed methodology is broadly applicable and tolerates a variety of functional groups. C-2, C-3, and C-2 & C-4 substituted pyrroles were synthesized in good yield. Symmetrical bis-pyrroles were accessible for the first time using an iron catalyst. On the basis of the experimental observation, we propose that the reaction proceeds through a hydrogen autotransfer process followed by second oxidation/intramolecular dehydrative condensation to provide the pyrrole.
使用一种结构明确、空气稳定的分子铁(0)配合物，高效、可持续、高度区域选择性地合成取代的吡咯。所开发的方法具有广泛的适用性，可耐受各种官能团。以良好的产率合成了 C-2、C-3 和 C-2 和 C-4 取代的吡咯。首次使用铁催化剂合成了对称的双吡咯。基于实验观察，我们提出反应通过氢自动转移过程进行，然后进行第二次氧化/分子内脱水缩合得到吡咯。
