Literature DB >> 21318199

Heck reaction of arenediazonium salts with N,N-diprotected allylamines. Synthesis of cinnamylamines and indoles.

Sandro Cacchi1, Giancarlo Fabrizi, Antonella Goggiamani, Alessio Sferrazza.   

Abstract

Novel palladium-catalyzed reactions of arenediazonium tetrafluoroborates with N,N-diprotected allylamines are presented. The reaction of arenediazonium tetrafluoroborates with N,N-(Boc)(2) allylamine allows for an easy approach to cinnamylamines whereas using 2-alkynyl-N-(allyl)trifluoroacetanilides and 2-iodo-N-(allyl)trifluoroacetanilide the reaction provides a useful tool for appending indole rings to aniline fragments.

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Year:  2011        PMID： 21318199     DOI： 10.1039/c0ob01052a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  2 in total

1.  Palladium-catalyzed regio- and stereoselective γ-arylation of tertiary allylic amines: identification of potent adenylyl cyclase inhibitors.

Authors:  Zhishi Ye; Tarsis F Brust; Val J Watts; Mingji Dai
Journal:  Org Lett       Date:  2015-02-10       Impact factor: 6.005

2.  Construction and yield optimization of a cinnamylamine biosynthesis route in Escherichia coli.

Authors:  Qi Wang; Linlin Ma; Zhiguo Wang; Quan Chen; Qian Wang; Qingsheng Qi
Journal:  Biotechnol Biofuels Bioprod       Date:  2022-09-29
  2 in total

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