Literature DB >> 18956870

One-pot tandem decarboxylative allylation-Heck cyclization of allyl diphenylglycinate imines: rapid access to polyfunctionalized 1-aminoindanes.

Wendy H Fields1, Ali K Khan, Michal Sabat, Jason J Chruma.   

Abstract

1-Aminoindanes are generated from allyl diphenylglycinate imines employing a "one-pot" palladium-catalyzed decarboxylative allylation-Heck cyclization cascade. Variation of both the aryl and allyl moieties leads to a diverse range of polycyclic imines, amenable to the synthesis of natural products and other biologically relevant small molecules.

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Year:  2008        PMID: 18956870     DOI: 10.1021/ol801986m

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Synthesis of diarylmethylamines via palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions.

Authors:  Minyan Li; Baris Yücel; Javier Adrio; Ana Bellomo; Patrick J Walsh
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

Review 2.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

Review 3.  Transition metal-catalyzed decarboxylative allylation and benzylation reactions.

Authors:  Jimmie D Weaver; Antonio Recio; Alexander J Grenning; Jon A Tunge
Journal:  Chem Rev       Date:  2011-01-14       Impact factor: 60.622

4.  Palladium-catalyzed C(sp(3))-H Arylation of N-Boc benzylalkylamines via a deprotonative cross-coupling process.

Authors:  Nusrah Hussain; Byeong-Seon Kim; Patrick J Walsh
Journal:  Chemistry       Date:  2015-06-30       Impact factor: 5.236

5.  Intercepted Decarboxylative Allylations of Nitroalkanoates.

Authors:  Meghan Schmitt; Alexander J Grenning; Jon A Tunge
Journal:  Tetrahedron Lett       Date:  2012-06-07       Impact factor: 2.415

6.  Palladium-Catalyzed C-H Arylation of α,β-Unsaturated Imines: Catalyst-Controlled Synthesis of Enamine and Allylic Amine Derivatives.

Authors:  Minyan Li; María González-Esguevillas; Simon Berritt; Xiaodong Yang; Ana Bellomo; Patrick J Walsh
Journal:  Angew Chem Int Ed Engl       Date:  2016-02-05       Impact factor: 15.336

7.  Palladium-catalyzed regioselective arylation of 1,1,3-triaryl-2-azaallyl anions with aryl chlorides.

Authors:  Minyan Li; Simon Berritt; Patrick J Walsh
Journal:  Org Lett       Date:  2014-08-05       Impact factor: 6.005

  7 in total

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