Combined C-H functionalization/C-N bond formation route to carbazoles.

Combined C-H functionalization/C-N bond formation route to carbazoles. Research Abstract Details 

Research Abstract Table of Contents

Jump to the:

Combined C-H functionalization/C-N bond formation route to carbazoles. Abstract Text:

W C Peter Tsang,Nan Zheng,Stephen L Buchwald,

A new method in which a series of substituted carbazoles is efficiently produced by the combination of an amide and an arene is described. The key feature of this method is the palladium-catalyzed tandem directed C-H functionalization and amide arylation. The method tolerates substitution on either ring of the biaryl amide substrates, and the products can be assembled in a simple two-step protocol from readily available reagents. The Pd(0) species generated are reoxidized to Pd(II) in the presence of Cu(OAc)2 and an atmosphere of oxygen.

Combined C-H functionalization/C-N bond formation route to carbazoles. Publishing Authors By Initials

WC Tsang,N Zheng,SL Buchwald,

For similar inorganic chemicals: elements: nitrogen research abstracts see: inorganic chemicals: elements: nitrogen research

PUBMED ID PMID:

MEDLINE DATE:

Combined C-H functionalization/C-N bond formation route to carbazoles. Journal Published:

PUBLICATION TYPE: Research Support, U.S. Gov't,

Journal: Journal of the American Chemical Society

VOLUME: 127

Page Numbers: 14560-1

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 26

MONTH: Oct

YEAR: 2005

Combined C-H functionalization/C-N bond formation route to carbazoles. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 7503056

Combined C-H functionalization/C-N bond formation route to carbazoles. Keywords Mesh Terms:

KEYWORDS: Nitrogen

MESH TERMS: chemistry

Chemical & Substance for Abstract: Combined C-H functionalization/C-N bond formation route to carbazoles. Information

Substance Name: Nitrogen

Registry Number: 7727-37-9

Grant and Affiliation Information for Combined C-H functionalization/C-N bond formation route to carbazoles.

AFFILIATION: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM58160

ACRONYM: GM

MEDLINETA: J Am Chem Soc

REFSOURCE:

DATABASENAME:

ACCESSION NUMBER:

Number Hits: 0

Combined C-H functionalization/C-N bond formation route to carbazoles Related Publications

• 4,7-Dimethoxy-1,10-phenanthroline: an excellent ligand for the Cu-catalyzed N-arylation of imidazoles.
• A case control study of premorbid and currently reported physical activity levels in chronic fatigue syndrome.
• A highly active catalyst for Suzuki-Miyaura cross-coupling reactions of heteroaryl compounds.
• A twin study of cognitive function in chronic fatigue syndrome: the effects of sudden illness onset.
• Benchtop monitoring of reaction progress via visual recognition with a handheld UV lamp: in situ monitoring of boronic acids in the Suzuki-Miyaura reaction.
• Cold pressor pain sensitivity in monozygotic twins discordant for chronic fatigue syndrome.
• Convenient method for the preparation of Weinreb amides via Pd-catalyzed aminocarbonylation of aryl bromides at atmospheric pressure.
• Copper-catalyzed N-arylation of imidazoles and benzimidazoles.
• Copper-catalyzed vinylation of hydrazides. A regioselective entry to highly substituted pyrroles.
• Cu-catalyzed N- and O-arylation of 2-, 3-, and 4-hydroxypyridines and hydroxyquinolines.
• Cu-catalyzed tandem C-N bond formation for the synthesis of pyrroles and heteroarylpyrroles.
• Domino cu-catalyzed C--N coupling/hydroamidation: a highly efficient synthesis of nitrogen heterocycles.
• Electronic effects on the selectivity of pd-catalyzed C-N bond-forming reactions using biarylphosphine ligands: the competitive roles of amine binding and acidity.
• Feeling bad in more ways than one: comorbidity patterns of medically unexplained and psychiatric conditions.
• Highly efficient monophosphine-based catalyst for the palladium-catalyzed suzuki-miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters.
• Highly selective room-temperature copper-catalyzed C-N coupling reactions.
• Monodentate phosphines provide highly active catalysts for Pd-catalyzed C-N bond-forming reactions of heteroaromatic halides/amines and (H)N-heterocycles.
• Mortality in a cohort of chronically fatigued patients.
• N- versus O-arylation of aminoalcohols: orthogonal selectivity in copper-based catalysts.
• Palladium-catalyzed borylation of aryl chlorides: scope, applications, and computational studies.
• Palladium-catalyzed silylation of aryl chlorides with hexamethyldisilane.
• Pd-catalyzed Kumada-Corriu cross-coupling reactions at low temperatures allow the use of Knochel-type Grignard reagents.
• Perceived discrimination in health care among American Indians/Alaska natives.
• Rationale behind the resistance of dialkylbiaryl phosphines toward oxidation by molecular oxygen.
• Selective palladium-catalyzed arylation of ammonia: synthesis of anilines as well as symmetrical and unsymmetrical di- and triarylamines.
• Significantly improved method for the pd-catalyzed coupling of phenols with aryl halides: understanding ligand effects.
• The Tlx-2 homeobox gene is a downstream target of BMP signalling and is required for mouse mesoderm development.
• The impact of a 4-hour sleep delay on slow wave activity in twins discordant for chronic fatigue syndrome.
• The influence of community-based participatory research principles on the likelihood of participation in health research in American Indian communities.
• The selective reaction of aryl halides with KOH: synthesis of phenols, aromatic ethers, and benzofurans.