Literature DB >> 20000806

Indium triflate-assisted nucleophilic aromatic substitution reactions of nitrosobezene-derived cycloadducts with alcohols.

Baiyuan Yang1, Marvin J Miller.   

Abstract

Exclusive nucleophilic aromatic substitution of hydrogen in conjunction with cleavage of the N-O bond was observed when nitrosobenzene-derived nitroso cycloadducts were treated with indium triflate in the presence of alcohols. Aromatic alkoxylated syn-1,4 aminocycloalkenol products with good to excellent regioselectivity (16:84 to 0:100, ortho:para) were obtained.

Entities:  

Mesh：

Substances：

Year:  2010        PMID： 20000806      PMCID： PMC2805714          DOI： 10.1021/ol9027607

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


  8 in total

1.  Activation of an anilido ligand for nucleophilic aromatic substitution by an oxidizing Os(IV) center.

Authors:  J D Soper; W Kaminsky; J M Mayer
Journal:  J Am Chem Soc       Date:  2001-06-13       Impact factor: 15.419

2.  Pd(0)/InI-mediated allylic additions to 4-acetoxy-2-azetidinone: new route to highly functionalized carbocyclic scaffolds.

Authors:  Cara Cesario; Marvin J Miller
Journal:  Org Lett       Date:  2009-03-19       Impact factor: 6.005

3.  Regio- and stereochemically controlled formation of hydroxamic acid containing anti- or syn-1,4-cycloalkenols from acylnitroso-derived Diels-Alder adducts.

Authors:  M D Surman; M J Miller
Journal:  J Org Chem       Date:  2001-04-06       Impact factor: 4.354

4.  Regio- and stereoselective indium triflate-mediated nucleophilic ring-opening reactions of 3-aza-2-oxabicyclo[2.2.1]hept-5-ene and -[2.2.2]oct-5-ene systems.

Authors:  Baiyuan Yang; Marvin J Miller
Journal:  J Org Chem       Date:  2009-10-16       Impact factor: 4.354

5.  Synthesis and anticancer activity of new hydroxamic acid containing 1,4-benzodiazepines.

Authors:  Lawrence P Tardibono; Marvin J Miller
Journal:  Org Lett       Date:  2009-04-02       Impact factor: 6.005

6.  Stereo- and regioselectivity of Pd(0)/InI-mediated allylic additions to aldehydes and ketones. In situ generation of allylindium(III) intermediates from N-acylnitroso Diels-Alder cycloadducts and 1-amino-4-acetoxycyclopentenes.

Authors:  Wenlin Lee; Kyung-Hee Kim; Matthew D Surman; Marvin J Miller
Journal:  J Org Chem       Date:  2003-01-10       Impact factor: 4.354

7.  Rhodium-catalyzed ring-opening reactions of a 3-aza-2-oxabicyclo[2.2.1]hept-5-ene with arylboronic acids.

Authors:  Ben P Machin; Melissa Ballantine; Jérémie Mandel; Nicolas Blanchard; William Tam
Journal:  J Org Chem       Date:  2009-10-02       Impact factor: 4.354

8.  Ruthenium-catalyzed nucleophilic ring-opening reactions of a 3-aza-2-oxabicyclo[2.2.1]hept-5-ene with alcohols.

Authors:  Ben P Machin; Jennifer Howell; Jérémie Mandel; Nicolas Blanchard; William Tam
Journal:  Org Lett       Date:  2009-05-21       Impact factor: 6.005
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.