Literature DB >> 26492553

Halocyclization of Unsaturated Guanidines Mediated by Koser's Reagent and Lithium Halides.

Marion Daniel1, Florent Blanchard1, Sophie Nocquet-Thibault1, Kevin Cariou1, Robert H Dodd1.   

Abstract

The synthesis of halogenated cyclic guanidines through iodine(III)-mediated umpolung of halide salts is described. Cyclic guanidines of various sizes can be obtained with generally excellent regioselectivities through either a chloro- or a bromocyclization, using Koser's reagent and the corresponding lithium salt.

Entities:  

Year:  2015        PMID： 26492553     DOI： 10.1021/acs.joc.5b01750

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  4 in total

1.  Synthesis of Cyclic Guanidines Bearing N-Arylsulfonyl and N-Cyano Protecting Groups via Pd-Catalyzed Alkene Carboamination Reactions.

Authors:  Luke J Peterson; Jingyi Luo; John P Wolfe
Journal:  Org Lett       Date:  2017-05-23       Impact factor: 6.005

2.  Synthesis of Cyclic Guanidines via Silver-Catalyzed Intramolecular Alkene Hydroamination Reactions of N-Allylguanidines.

Authors:  Zachary J Garlets; Mattia Silvi; John P Wolfe
Journal:  Org Lett       Date:  2016-05-11       Impact factor: 6.005

3.  Iodine(III)-mediated halogenations of acyclic monoterpenoids.

Authors:  Laure Peilleron; Tatyana D Grayfer; Joëlle Dubois; Robert H Dodd; Kevin Cariou
Journal:  Beilstein J Org Chem       Date:  2018-05-18       Impact factor: 2.883

4.  Enantioselective iodolactonization to prepare ε-lactone rings using hypervalent iodine.

Authors:  Jenna L Payne; Zihang Deng; Andrew L Flach; Jeffrey N Johnston
Journal:  Chem Sci       Date:  2022-06-08       Impact factor: 9.969
  4 in total

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