Direct amidation of carboxylic acids catalyzed by ortho-iodo arylboronic acids: Catalyst optimization, scope, and preliminary mechanistic study supporting a peculiar halogen acceleration effect

Journal of Organic Chemistry

Volumn 77, Issue 19, 2012, Pages 8386-8400

  Gernigon, Nicolas ^a   Al Zoubi, Raed M ^a   Hall, Dennis G ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ACCELERATION EFFECTS; ACID CATALYST; ALIPHATIC CARBOXYLIC ACIDS; ALKOXY SUBSTITUENTS; AMIDATION; AMIDATION REACTION; ARYLBORONIC ACIDS; CATALYST OPTIMIZATION; CATALYTIC CYCLES; COUPLING REAGENTS; DEHYDRATING AGENTS; ELECTRON-DONATING SUBSTITUENTS; ELECTRONIC EFFECTS; FUNCTIONALIZED SUBSTRATES; HIGHER YIELD; MECHANISTIC STUDIES; RING SUBSTITUTION; ROOM TEMPERATURE; SYNTHETIC PRODUCTS; THEORETICAL STUDY; TRANSITION STATE;

AMIDES; AMINES; CARBOXYLIC ACIDS; CHEMICAL INDUSTRY; DEHYDRATION; HYDROGEN; MECHANICS; MOLECULAR SIEVES; OPTIMIZATION; PHENOLS; STOICHIOMETRY; SUBSTRATES;

CATALYST SUPPORTS;

5 METHOXY 2 IODOPHENYLBORONIC ACID; ALIPHATIC CARBOXYLIC ACID; AMIDE; AMINE; BORONIC ACID DERIVATIVE; CARBOXYLIC ACID; HALOGEN; IODIDE; ORTHO IODOARYLBORONIC ACID; POLYCYCLIC AROMATIC HYDROCARBON; UNCLASSIFIED DRUG;

AMIDATION; ARTICLE; CATALYST; CONTROLLED STUDY; ENVIRONMENTAL TEMPERATURE; MEASUREMENT; REACTION TIME; STOICHIOMETRY; SUBSTITUTION REACTION;

BORON COMPOUNDS; CARBOXYLIC ACIDS; CATALYSIS; HALOGENS; HYDROGEN BONDING; IODOBENZENES; MOLECULAR STRUCTURE;

EID: 84867339884     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo3013258     Document Type: Article

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