†Grup d'Enginyeria dels Materials, Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta, 390, Barcelona 08017, Spain.
§University of Bordeaux, CNRS and INSERM (UMS 3033/US 001), Institut Européen de Chimie et Biologie, 2 rue Escarpit, Pessac 33600, France.
Org Lett. 2015 May 1;17(9):2194-7. doi: 10.1021/acs.orglett.5b00767. Epub 2015 Apr 22.
A new family of quaterpyrroles and their application as building blocks for the synthesis of macrocycles is reported. The preparation of these quaterpyrroles consisted of two synthetic steps: bromination of 2,2'-bipyrroles bearing two electron-withdrawing groups followed by Suzuki coupling with 1-(tert-butoxycarbonyl)pyrrole-2-boronic acid. The resulting quaterpyrroles have been used to prepare an octaphyrin and a substituted cyclo[8]pyrrole. Additionally, the synthesis of a new macrocycle containing the quaterpyrrole and 2,5-di(1H-pyrrol-2-yl)thiophene moieties is presented.
报告了一类新型的四吡咯及其作为合成大环的构筑单元的应用。这些四吡咯的合成包括两步：带有两个吸电子基团的 2,2'-联吡啶的溴化，然后与 1-(叔丁氧基羰基)吡咯-2-硼酸进行铃木偶联。所得四吡咯已用于制备八吡咯啉和取代的环[8]吡咯。此外，还介绍了一种含有四吡咯和 2,5-二(1H-吡咯-2-基)噻吩部分的新大环的合成。
