Literature DB >> 16292855

Facile rearrangement of O-silylated oximes on reduction with boron trifluoride/borane.

Margarita Ortiz-Marciales1, Luis D Rivera, Melvin De Jesús, Sandraliz Espinosa, Josúe A Benjamin, Orlando E Casanova, Irving G Figueroa, Sheila Rodríguez, Wilbert Correa.   

Abstract

[reaction: see text] Aromatic O-triisopropylsilyl ketoximes were efficiently rearranged to cyclic and acyclic aniline derivatives on reduction with BF3-ethearate/borane. The bulk of the substituents on the silicon atom, the size of the aliphatic ring, and the presence of alkoxy substituents on the aryl group all play an important role in the aniline.

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Year:  2005        PMID: 16292855     DOI: 10.1021/jo0516178

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


  2 in total

1.  Dirhodium-catalyzed C-H arene amination using hydroxylamines.

Authors:  Mahesh P Paudyal; Adeniyi Michael Adebesin; Scott R Burt; Daniel H Ess; Zhiwei Ma; László Kürti; John R Falck
Journal:  Science       Date:  2016-09-09       Impact factor: 47.728

2.  Ring-expansion reaction of oximes with aluminum reductants.

Authors:  Hidetsura Cho; Yusuke Iwama; Nakako Mitsuhashi; Kenji Sugimoto; Kentaro Okano; Hidetoshi Tokuyama
Journal:  Molecules       Date:  2012-06-14       Impact factor: 4.411

  2 in total

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