Literature DB >> 12443096

2-azabenzonorbornanes from 7-azabenzonorbornanols by a nitrogen-directed neophyl-type radical rearrangement.

David M Hodgson1, Magnus W P Bebbington, Paul Willis.   

Abstract

[reaction: see text] Barton deoxygenation of 7-azabenzonorbornanols leads to a synthetically useful neophyl-like rearrangement to give 2-azabenzonorbornane derivatives in 64-90% yields.

Entities:  

Year:  2002        PMID： 12443096     DOI： 10.1021/ol027039o

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


  3 in total

1.  Site-Specific and Degree-Controlled Alkyl Deuteration via Cu-Catalyzed Redox-Neutral Deacylation.

Authors:  Xukai Zhou; Tingting Yu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2022-05-25       Impact factor: 16.383

2.  Radical cascades using enantioenriched 7-azabenzonorbornenes and their applications in synthesis.

Authors:  David M Hodgson; Leonard H Winning
Journal:  Beilstein J Org Chem       Date:  2008-10-24       Impact factor: 2.883

3.  Synthetic studies toward longeracemine: a SmI2-mediated spirocyclization and rearrangement cascade to construct the 2-azabicyclo[2.2.1]heptane framework.

Authors:  Keita Komine; Kyle M Lambert; Quentin R Savage; Joshua B Cox; John L Wood
Journal:  Chem Sci       Date:  2020-07-30       Impact factor: 9.825
  3 in total

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