Work

Indium Triflate-Assisted Nucleophilic Aromatic Substitution Reactions of Nitrosobezene-Derived Cycloadducts with Alcohols

Year: 2009

Type: article

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.

Source: Organic Letters

DOI: 10.1021/ol9027607

Authors: Baiyuan Yang, Marvin J. Miller

Institution: University of Notre Dame

Language: English

Topic: Chemical Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Awards: G4635912206, Derivatization/Functionalization of Natural Product(RMI)