Department Chemie, Ludwig-Maximilians-Universität , Butenandtstrasse 5-13, 81377 München, Germany.
CNRS, Aix-Marseille Université, CINAM UMR 7325 , 163 Avenue de Luminy, 13288 Marseille, France.
Org Lett. 2017 Jan 20;19(2):360-363. doi: 10.1021/acs.orglett.6b03539. Epub 2016 Dec 30.
TMPMgCl·LiCl and TMPZnCl·LiCl allow facile magnesiation and zincation, respectively, of the 1,4-dithiin scaffold, producing polyfunctionalized 1,4-dithiins. A subsequent metalation of these S-heterocycles can also be achieved with the same TMP bases, leading to 2,3-disubstituted-1,4-dithiins. The Mg- and Zn-TMP bases allow as well the successful metalation of 1,4,5,8-tetrathianaphthalene and 1,4,5,6,9,10-hexathiaanthracene.
TMPMgCl·LiCl 和 TMPZnCl·LiCl 分别允许 1,4-二噻因支架的易于镁化和锌化，生成多官能化的 1,4-二噻因。这些 S-杂环的随后的金属化也可以用相同的 TMP 碱来实现，导致 2,3-二取代-1,4-二噻因。Mg 和 Zn-TMP 碱也允许 1,4,5,8-四硫代萘和 1,4,5,6,9,10-六硫代蒽的成功金属化。
