Work

Direct, Chemoselective N‐tert‐Prenylation of Indoles by CH Functionalization

Year: 2009

Type: article

Abstract: Four steps in one: The direct prenylation of indoles at N-1 can be achieved by CH functionalization in the presence of a PdII source. This reaction proceeds by direct intermolecular olefin amination, tolerates a broad range of functional groups, and can be carried out on a gram scale, as demonstrated by the formal syntheses of a number of natural products and the synthesis of an antifungal natural product (see scheme).

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.200902761

Authors: Michael R. Luzung, Chad A. Lewis, Phil S. Baran

Institution: Scripps Research Institute

Language: English

Topic: Catalytic C–H Functionalization Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Cancer Institute, National Institute of General Medical Sciences

Awards: G2430877067, The Total Synthesis of the Drimentines, G4551764221, Total Synthesis of Anti-Cancer Natural Products