Mechanistic insights on azide-nitrile cycloadditions: On the dialkyltin oxide-trimethylsilyl azide route and a new vilsmeier-haack-type organocatalyst

Journal of the American Chemical Society

Volumn 133, Issue 12, 2011, Pages 4465-4475

  Cantillo, David ^a,b   Gutmann, Bernhard ^a   Kappe, C Oliver ^a  

^a UNIVERSITY OF GRAZ   (Austria)

^b UNIVERSITY OF EXTREMADURA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYST SYSTEM; CATALYTIC CYCLES; COMPUTATIONAL ANALYSIS; CYCLOADDITIONS; DFT CALCULATION; HIGH YIELD; IN-SITU; LOW TOXICITY; METAL-BASED CATALYSTS; N-METHYL-2-PYRROLIDONE; NEUTRAL CONDITIONS; ORGANOCATALYSTS; ORGANOCATALYTIC; PLAUSIBLE INTERMEDIATES; RATE ACCELERATION; RATE ENHANCEMENT; REACTION CONDITIONS; SODIUM AZIDE; TARGET STRUCTURE; TETRAZOLES; TRIMETHYLSILYL AZIDE; TRIMETHYLSILYL CHLORIDE; VILSMEIER;

CATALYSTS; CHLORINE COMPOUNDS; CYCLOADDITION; IONIC LIQUIDS; SODIUM;

CYANIDES;

5 AZIDO 1 METHYL 3,4 DIHYDRO 2H PYRROLIUM AZIDE; AZIDE; DIALKYLLTIN OXIDE; NITRILE; SILICON; TIN; TRIMETHYLSILYL AZIDE; UNCLASSIFIED DRUG;

ARTICLE; CATALYST; CHEMICAL BOND; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CYCLOADDITION; ENERGY TRANSFER; HEATING;

AZIDES; CATALYSIS; CYCLIZATION; MOLECULAR STRUCTURE; NITRILES; ORGANOMETALLIC COMPOUNDS; QUANTUM THEORY; SILICON; TETRAZOLES; TIN;

EID: 79953032964     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja109700b     Document Type: Article

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