Work

High chemoselectivity in the phenol synthesis

Year: 2011

Type: article

Abstract: Efforts to trap early intermediates of the gold-catalyzed phenol synthesis failed. Neither inter- nor intramolecularly offered vinyl groups, ketones or alcohols were able to intercept the gold carbenoid species. This indicates that the competing steps of the gold-catalyzed phenol synthesis are much faster than the steps of the interception reaction. In the latter the barrier of activation is higher. At the same time this explains the high tolerance of this very efficient and general reaction towards functional groups.

Source: Beilstein Journal of Organic Chemistry

DOI: 10.3762/bjoc.7.90

Authors: Matthias Rudolph, Melissa Q McCreery, Wolfgang Frey, A Stephen K Hashmi

Institutions: Heidelberg University, University of Stuttgart

Language: English

Topic: Catalytic Alkyne Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funder: Deutsche Forschungsgemeinschaft

Award: G4624924016