Functionalization of 4,5-dihydrobenzo[g]indazoles using magnesium- or zinc-heterocyclic intermediates

Synthesis

Volumn , Issue 21, 2009, Pages 3661-3671

  Despotopoulou, Christina ^a   Gignoux, Camille ^b   McConnell, Darryl ^b   Knochel, Paul ^a  

^a UNIVERSITY OF MUNICH   (Germany)

^b BOEHRINGER INGELHEIM RCV GMBH AND CO KG   (Austria)

Author keywords

4,5 dihydrobenzo g indazoles; Grignard reactions; Magnesium; Metallations; Zinc

Indexed keywords

4,5-DIHYDROBENZO[G]INDAZOLES; ELECTROPHILES; FUNCTIONALIZATIONS; GRIGNARD REACTION; GRIGNARD REACTIONS; ORGANOMETALLIC REAGENT;

AMIDES; MAGNESIUM; ORGANOMETALLICS;

ZINC;

(1 BENZYL 4,5 DIHYDRO 1H BENZO[G]INDAZOL 3 YL)PHENYLMETHANOL; (2 BENZYL 4,5 DIHYDRO 2H BENZO[G]INDAZOL 3 YL)PHENYLMETHANOL; (2 CHLOROPHENYL)(1 ETHOXYMETHYL 4,5 DIHYDRO 1H BENZO[G]INDAZOL 3 YL)METHANONE; (2 CHLOROPHENYL)(2 ETHOXYMETHYL 4,5 DIHYDRO 2H BENZO[G]INDAZOL 3 YL)METHANONE; 1 (1 BENZYL 4,5 DIHYDRO 1H BENZO[G]INDAZOL 3 YL) 2,2,2 TRIFLUOROETHANONE; 1 (1 ETHOXYMETHYL 4,5 DIHYDRO 1H BENZO[G]INDAZOL 3 YL) 2,2 DIMETHYLPROPAN 1 OL; 1 (2 ETHOXYMETHYL 4,5 DIHYDRO 2H BENZO[G]INDAZOL 3 YL) 2,2 DIMETHYLPROPAN 1 OL; 1 (ETHOXYMETHYL) 4,5 DIHYDRO 1H BENZO[G]INDAZOLE; 1 BENZYL 3 [3 (TRIFLUOROMETHYL)PHENYL] 4,5 DIHYDRO 1H BENZO[G]INDAZOLE; 1 BENZYL 3 TRIETHYLSILYL 4,5 DIHYDRO 1H BENZO[G]INDAZOLE; 1 BENZYL 4,5 DIHYDRO 1H BENZO[G]INDAZOLE 3 CARBALDEHYDE; 2 (ETHOXYMETHYL) 4,5 DIHYDRO 2H BENZO[G]INDAZOLE; 2 BENZYL 3 (3 TRIFLUOROMETHYLPHENYL) 4,5 DIHYDRO 2H BENZO[G]INDAZOLE; 2 BENZYL 3 IODO 4,5 DIHYDRO 1H BENZO[G]INDAZOLE; 2 BENZYL 3 IODO 4,5 DIHYDRO 2H BENZO[G]INDAZOLE; 2 BENZYL 3 TRIETHYLSILYL 4,5 DIHYDRO 2H BENZO[G]INDAZOLE; 2 ETHOXYMETHYL 3 METHYLSULFANYL 4,5 DIHYDRO 2H BENZO[G]INDAZOLE; 3 ALLYL 1 BENZYL 4,5 DIHYDRO 1H BENZO[G]INDAZOLE; 3 ALLYL 1 ETHOXYMETHYL 4,5 DIHYDRO 1H BENZO[G]INDAZOLE; 3 ALLYL 2 BENZYL 4,5 DIHYDRO 2H BENZO[G]INDAZOLE; 4 (1 BENZYL 4,5 DIHYDRO 1H BENZO[G]INDAZOL 3 YL)BENZOIC ACID ETHYL ESTER; 4 (1 ETHOXYMETHYL 4,5 DIHYDRO 1H BENZO[G]INDAZOL 3 YL)BENZOIC ACID ETHYL ESTER; 4 (2 BENZYL 4,5 DIHYDRO 2H BENZO[G]INDAZOL 3 YL)BENZOIC ACID ETHYL ESTER; 4 (2 ETHOXYMETHYL 4,5 DIHYDRO 2H BENZO[G]INDAZOL 3 YL)BENZOIC ACID ETHYL ESTER; ELECTROPHILE; HETEROCYCLIC COMPOUND; INDAZOLE DERIVATIVE; MAGNESIUM; TERT BUTYL 4,5 DIHYDROBENZO[G]INDAZOLE 2 CARBOXYLATE; UNCLASSIFIED DRUG; ZINC;

ARTICLE; CROSS COUPLING REACTION; DRUG SYNTHESIS; METALLATION; MICROWAVE IRRADIATION; PROTON TRANSPORT; SUBSTITUTION REACTION;

EID: 72049100970     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1217008     Document Type: Article

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