Literature DB >> 15796522

Pd-catalyzed C3-selective allylation of indoles with allyl alcohols promoted by triethylborane.

Masanari Kimura1, Makoto Futamata, Ryutaro Mukai, Yoshinao Tamaru.   

Abstract

Under palladium catalysis, Et3B nicely promotes allyl alcohols to undergo C3-selective allylation of indoles and tryptophan; the yields range 75-95%.

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Year:  2005        PMID： 15796522     DOI： 10.1021/ja0501161

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  31 in total

1.  Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates.

Authors:  Seung Wook Kim; Tabitha T Schempp; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-05-06       Impact factor: 15.336

2.  Synthesis of indole analogues of the natural schweinfurthins.

Authors:  John G Kodet; David F Wiemer
Journal:  J Org Chem       Date:  2013-09-05       Impact factor: 4.354

3.  Palladium-catalyzed enantioselective C-3 allylation of 3-substituted-1H-indoles using trialkylboranes.

Authors:  Barry M Trost; Jean Quancard
Journal:  J Am Chem Soc       Date:  2006-05-17       Impact factor: 15.419

4.  Friedel-Crafts Alkylation of Indoles with Trichloroacetimidates.

Authors:  Tamie Suzuki; John D Chisholm
Journal:  Tetrahedron Lett       Date:  2019-04-03       Impact factor: 2.415

5.  Palladium(0)-catalyzed arylative dearomatization of phenols.

Authors:  Sophie Rousseaux; Jorge García-Fortanet; Miguel Angel Del Aguila Sanchez; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2011-05-25       Impact factor: 15.419

6.  Synthesis of 3,3'-Disubstituted Indolenines Utilizing the Lewis Acid Catalyzed Alkylation of 2,3-Disubstituted Indoles with Trichloroacetimidates.

Authors:  Arijit A Adhikari; Léa Radal; John D Chisholm
Journal:  Synlett       Date:  2017-07-11       Impact factor: 2.454

7.  Palladium-catalyzed decarboxylative allylation and benzylation of N-alloc and N-Cbz indoles.

Authors:  Thomas D Montgomery; Ye Zhu; Natsuko Kagawa; Viresh H Rawal
Journal:  Org Lett       Date:  2013-02-21       Impact factor: 6.005

8.  A review of new developments in the Friedel-Crafts alkylation - From green chemistry to asymmetric catalysis.

Authors:  Magnus Rueping; Boris J Nachtsheim
Journal:  Beilstein J Org Chem       Date:  2010-01-20       Impact factor: 2.883

9.  Recent developments in the catalytic, asymmetric construction of pyrroloindolines bearing all-carbon quaternary stereocenters.

Authors:  Lindsay M Repka; Sarah E Reisman
Journal:  J Org Chem       Date:  2013-12-02       Impact factor: 4.354

10.  Direct, chemoselective N-tert-prenylation of indoles by C-H functionalization.

Authors:  Michael R Luzung; Chad A Lewis; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336
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