One-pot five-component synthesis of spirocyclopenta[ b ]chromene derivatives and their acid-catalyzed rearrangement

Journal of Organic Chemistry

Volumn 77, Issue 20, 2012, Pages 9018-9028

  Terzidis, Michael A ^a   Zarganes Tzitzikas, Tryfon ^a   Tsimenidis, Constantinos ^a   Stephanidou Stephanatou, Julia ^a   Tsoleridis, Constantinos A ^a   Kostakis, George E ^b  

^a ARISTOTLE UNIVERSITY OF THESSALONIKI   (Greece)

^b KARLSRUHE INSTITUTE OF TECHNOLOGY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CHROMENE DERIVATIVES; DFT/GIAO; IN-SITU; MECHANISTIC SCHEME; NMR CHEMICAL SHIFTS; ONE POT; STRUCTURE ELUCIDATION; X-RAY CRYSTALLOGRAPHIC ANALYSIS; ZWITTERIONIC INTERMEDIATE;

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

REACTION INTERMEDIATES;

2 AMINO SPIROCHROMENOFURAN DERIVATIVE; 2 IMINO SPIROCHROMENOFURAN DERIVATIVE; 3 CYANOCHROMONE DERIVATIVE; ACETYLENEDICARBOXYLATE DERIVATIVE; AMPHOLYTE; CARBOXYLIC ACID DERIVATIVE; CHROMENE DERIVATIVE; CHROMONE DERIVATIVE; CYANIDE; CYCLOHEXYL ISOCYANIDE; DIMETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 3,3' DICARBOXYLATE; FURAN DERIVATIVE; SPIROCYCLOPENTA[B]CHROMENE DERIVATIVE; TERT BUTYLISOCYANIDE; TETRAETHYL 1,5' BIS(TERT BUTYLIMINO) 7 CHLORO 9A CYANO 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 7 METHYL 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAETHYL 9A CYANO 1,5' BIS(CYCLOHEXYLIMINO) 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 1,5' BIS(TERT BUTYLIMINO) 7 CHLORO 9A CYANO 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 1,5' BIS(CYCLOHEXYLIMINO) 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 1,5' BIS(CYCLOHEXYLIMINO) 7 METHYL 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 2,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 5,7 DICHLORO 2,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 6,7 DIMETHYL 2,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 1,5' BIS(TERT BUTYLIMINO) 9A CYANO 7 METHYL 2,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 5,7 DICHLORO 9A CYANO 1,5' BIS(CYCLOHEXYLIMINO) 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 7 CHLORO 9A CYANO 1,5' BIS(CYCLOHEXYLIMINO) 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 7 CHLORO 9A CYANO 1,5' BIS(CYCLOHEXYLIMINO) 6,7 DIMETHYL 3A,9A DIHYDRO 1H,5'H SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 9A CYANO 1' CYCLOHEXYL 1 (CYCLOHEXYLIMINO) 5' OXO 1',5' DIHYDRO 9AH SPIRO(CYCLOPENTA[B]CHROMENE 9,2' FURAN) 2,3,3',4' TETRACARBOXYLATE; TETRAMETHYL 9A CYANO 1' CYCLOHEXYL 1 (CYCLOHEXYLIMINO) 7 METHYL 5' OXO 1',5' DIHYDRO 9AH SPIRO(CYCLOPENTA[B]CHROMENE 9,2' PYRROLE) 2,3,3',4' TETRACARBOXYLATE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL STRUCTURE; CRYSTAL STRUCTURE; ONE POT SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY;

ACIDS; BENZOPYRANS; CATALYSIS; CRYSTALLOGRAPHY, X-RAY; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUANTUM THEORY; SPIRO COMPOUNDS;

EID: 84867704475     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo3014947     Document Type: Article

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