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Most Requested Journal Articles 1Q07-Chemistry and Related Science

Following is one of the journal articles most requested by researchers using CAS electronic products.

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CAS indexed 74 chemical substances from this document. CAS subject entries for this document include: Ethers, preparation; Aryl halides; Chlorides, reactions; and 7 additional concepts.

CAPLUS COPYRIGHT 2007 ACS on STN

TITLE:	The Selective Reaction of Aryl Halides with KOH: Synthesis of Phenols, Aromatic Ethers, and Benzofurans
AUTHOR(S):	Anderson, Kevin W.; Ikawa, Takashi; Tundel, Rachel E.; Buchwald, Stephen L.
CORPORATE SOURCE:	Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, 02139, USA
SOURCE:	Journal of the American Chemical Society (2006), 128(33), 10694-10695 CODEN: JACSAT; ISSN: 0002-7863
PUBLISHER:	American Chemical Society
LANGUAGE:	English

ABSTRACT:
The direct and selective synthesis of phenols from aryl/heteroaryl halides and KOH has been achieved through the use of highly active monophosphine-based catalysts derived from Pd2dba3 and ligands L1 or L2 and the biphasic solvent system 1,4-dioxane/H2O. We have also demonstrated a one-pot method of phenol formation/alkylation for the prepn. of alkyl aryl ethers from aryl halides. In many instances, this protocol overcomes limitations in existing Pd-catalyzed coupling reactions of aliph. alcs. with aryl halides. Finally, we demonstrate that substituted benzofurans can be prepd. efficiently via a Pd-catalyzed phenol formation/cyclization protocol starting from 2-chloroaryl alkynes.