Synthesis of Substituted Cyclopropanecarboxylates via Room Temperature Palladium-Catalyzed α‑Arylation of Reformatsky Reagents

The room temperature palladium-catalyzed cross-coupling of aromatic and heteroaromatic halides with Reformatsky reagents derived from 1-bromocyclopropanecarboxylates provides an exceptionally mild method for enolate α-arylation. The method is tolerant of a wide range of functionalities and dramatica...

Full description

Saved in:
Bibliographic Details
Published inOrganic letters Vol. 19; no. 10; pp. 2490 - 2493
Main Authors Greszler, Stephen N, Halvorsen, Geoff T, Voight, Eric A
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.05.2017
Amer Chemical Soc
Subjects
ambient temperature
catalytic activity
chemical structure
Chemistry
Chemistry, Organic
cross-coupling reactions
heterocyclic compounds
organic halogen compounds
palladium
Physical Sciences
Science & Technology
POTENT
ARYL
CYCLOPROPANES
ACIDS
ESTERS
Online AccessGet full text

Cover

More Information
Summary:The room temperature palladium-catalyzed cross-coupling of aromatic and heteroaromatic halides with Reformatsky reagents derived from 1-bromocyclopropanecarboxylates provides an exceptionally mild method for enolate α-arylation. The method is tolerant of a wide range of functionalities and dramatically shortens many of the existing routes to access widely used 1,1-disubstituted cyclopropanecarboxylate derivatives.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.7b00707