Fang Yuan-Qing, Lautens Mark
Davenport Chemistry Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada.
Org Lett. 2005 Aug 4;7(16):3549-52. doi: 10.1021/ol051286l.
2-substituted indoles were synthesized via a Pd-catalyzed tandem C-N/Suzuki-Miyaura coupling from readily prepared ortho-gem-dihalovinylanilines. Optimal conditions used a Pd(OAc)(2)/S-Phos catalyst in the presence of K(3)PO(4).H(2)O and an organoboron reagent, which included boronic acids, esters, alkyl 9-BBN derivatives, and trialkylboranes. Yields of the desired indoles were good to excellent using low catalyst loadings (typically 1 mol %). [reaction: see text]
通过钯催化的串联C-N/铃木-宫浦偶联反应，由易于制备的邻位偕二卤代乙烯基苯胺合成了2-取代吲哚。最佳条件是在K₃PO₄·H₂O和有机硼试剂（包括硼酸、酯、烷基9-BBN衍生物和三烷基硼烷）存在下，使用Pd(OAc)₂/S-Phos催化剂。使用低催化剂负载量（通常为1 mol%）时，所需吲哚的产率良好至优异。[反应：见正文]
