Pd-Catalyzed C3-Selective Allylation of Indoles with Allyl Alcohols Promoted by Triethylborane
Top Cited Papers
- 11 March 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (13) , 4592-4593
- https://doi.org/10.1021/ja0501161
Abstract
Under palladium catalysis, Et3B nicely promotes allyl alcohols to undergo C3-selective allylation of indoles and tryptophan; the yields range 75−95%.Keywords
This publication has 29 references indexed in Scilit:
- Pd(0)-Catalyzed Amphiphilic Activation of Bis-allyl Alcohol and EtherJournal of the American Chemical Society, 2004
- Enantioselective Friedel–Crafts reaction of indoles with arylidene malonates catalyzed byiPr-bisoxazoline–Cu(OTf)2Chemical Communications, 2004
- Pd·Et3B-catalyzed alkylation of amines with allylic alcoholsElectronic supplementary information (ESI) available: experimental section. See http://www.rsc.org/suppdata/cc/b2/b210920d/Chemical Communications, 2002
- Total Syntheses of Five Indole Alkaloids from the Marine Bryozoan Flustra foliaceaThe Journal of Organic Chemistry, 2001
- Chemistry of Cyclic Tautomers of Tryptophan: Formation of a Quaternary Center at C3a and Total Synthesis of the Marine Alkaloid (+)-ent-Debromoflustramine BThe Journal of Organic Chemistry, 1994
- Brønsted acid catalysed electrophilic substitution of indole by allylic alcohols in lithium perchlorate–diethyl ether: application to the total synthesis of yuehchukeneJournal of the Chemical Society, Chemical Communications, 1993
- Regio- and Chemoselective Alkylation of 2,3-Dialkylindoles. A Convenient Preparation of 2,3,3-Trialkyl-3H-indolesHETEROCYCLES, 1991
- Synthesis of prenylated indolesThe Journal of Organic Chemistry, 1986
- Neutral alkylations via palladium(0) catalysisJournal of the American Chemical Society, 1981
- 606. 3-Indolylacetaldehyde and 3-indolylacetoneJournal of the Chemical Society, 1952