Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane

DK Whelligan; DW Thomson; D Taylor; S Hoelder

doi:10.1021/jo902143f

Back

Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane

Journal article

Open access

Peer reviewed

Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane

DK Whelligan, DW Thomson, D Taylor and S Hoelder

J Org Chem, Vol.75(1), pp.11-15

01/01/2010

DOI: https://doi.org/10.1021/jo902143f

Abstract

CROSS-COUPLING REACTIONS

SUZUKI-MIYAURA REACTION

HIGHLY-ACTIVE CATALYST

CONVENIENT SYNTHESIS

KINASE INHIBITORS

ARYL CHLORIDES

REACTIVITY

AZAINDOLES

DESIGN

7-AZAINDOLES

An efficient two-step route to a broad range of aza- and diazaindoles was established, starting from chloroamino-N-heterocycles, without the need for protecting groups. The method involves an optimized Suzuki-Miyaura coupling with (2-ethoxyvinyl)borolane followed by acetic acid-catalyzed cyclization.

Files and links (2)

pdf

Two-Step Synthesis795.83 kBDownload View

TextSRIDA, Open Access

url

http://dx.doi.org/10.1021/jo902143fView

Published (Version of record)

Metrics

1103 File views/ downloads

62 Record Views

56 Times Cited - Web of Science

See more details

Details

Title: Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane
Creators: DK Whelligan
DW Thomson
D Taylor
S Hoelder
Publication Details: J Org Chem, Vol.75(1), pp.11-15
Date published: 01/01/2010
Date submitted: 15/02/2012
Identifiers: 99516525102346
Academic Unit: Department of Chemistry
Language: English
Resource Type: Journal article

Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane

Abstract

Files and links (2)

Metrics

Details

Usage Policy