Hydride as a leaving group in the reaction of pinacolborane with halides under ambient Grignard and Barbier conditions. One-pot synthesis of alkyl, aryl, heteroaryl, vinyl, and allyl pinacolboronic esters

Journal of Organic Chemistry

Volumn 76, Issue 23, 2011, Pages 9602-9610

  Clary, Jacob W ^a   Rettenmaier, Terry J ^a   Snelling, Rachel ^a   Bryks, Whitney ^a   Banwell, Jesse ^a   Wipke, W Todd ^a   Singaram, Bakthan ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALLYLIC HALIDES; B3LYP/6-31G; BENZYLIC; BORONIC ESTERS; DFT CALCULATION; DISPROPORTIONATIONS; ESTER SYNTHESIS; ETHEREAL SOLVENTS; GENERAL METHOD; GOOD YIELD; GRIGNARD; GRIGNARD REAGENT; IN-SITU FORMATIONS; LEAVING GROUPS; MAGNESIUM BROMIDE; MAGNESIUM HYDRIDE; MAGNESIUM METAL; ONE-POT SYNTHESIS; ORGANIC HALIDES; PINACOLBORANE; REACTION MIXTURE; SIDE PRODUCTS; TETRAHYDROFURANS;

BROMINE COMPOUNDS; DENSITY FUNCTIONAL THEORY; ESTERIFICATION; ESTERS; HYDRIDES; MAGNESIUM; METAL HALIDES; ORGANIC SOLVENTS; PARAFFINS; SULFUR COMPOUNDS;

SYNTHESIS (CHEMICAL);

BORONIC ACID DERIVATIVE; BROMIDE; GRIGNARD REAGENT; HYDRIDOMAGNESIUM BROMIDE; MAGNESIUM; ORGANOHALOGEN DERIVATIVE; PINACOLBORANE; TETRAHYDROFURAN; UNCLASSIFIED DRUG;

ARTICLE; DENSITY FUNCTIONAL THEORY; ENVIRONMENTAL TEMPERATURE; GRIGNARD REACTION; ONE POT SYNTHESIS;

BORANES; BORONIC ACIDS; ESTERS; HALOGENS; HYDROGEN; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; STEREOISOMERISM;

EID: 82255160630     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo201093u     Document Type: Article

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