Ring expansion of 1,2,3,4-tetrahydroisoquinolines to dibenzo[c,f]azonines. An unexpected [1,4]-sigmatropic rearrangement of nitrile-stabilized ammonium ylides

Journal of Organic Chemistry

Volumn 79, Issue 11, 2014, Pages 5182-5192

  Orejarena Pacheco, Julio Cesar ^a   Opatz, Till ^a  

^a JOHANNES GUTENBERG UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CHEMISTRY; ORGANIC COMPOUNDS;

AMMONIUM YLIDES; AROMATIC ALDEHYDE; CYCLIC PRODUCTS; N-HETEROCYCLES; REACTION SEQUENCES; RING EXPANSION; SIGMATROPIC REARRANGEMENTS; STRECKER REACTIONS;

CYANIDES;

1,2,3 TRIMETHOXY 6 METHYL 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 10,11 DIMETHOXY 6 METHYL 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 2 CHLORO 6 METHYL 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 2 FLUORO 6 METHYL 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 2 METHOXY 6 METHYL 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 2,10,11 TRIMETHOXY 6 METHYL 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 5 METHYL 5,6,7,12 TETRAHYDRO 4H BENZO[F]THIENO[2,3 C]AZONINE 4 CARBONITRILE; 6 BUTYL 2 METHOXY 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 6 METHYL 2 (TRIFLUOROMETHYL) 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 6 METHYL 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE; 6,7,8,13 TETRAHYDRO 5H DIBENZO[C,F]AZONINE 5 CARBONITRILE DERIVATIVE; ALDEHYDE; CYANIDE; DIBENZO[C,F ]AZONINE DERIVATIVE; HETEROCYCLIC COMPOUND; NATURAL PRODUCT; NITRILE; TETRAHYDROISOQUINOLINE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; SEQUENCE ANALYSIS;

EID: 84902097175     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo500749x     Document Type: Article

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