An unusual polyheterocyclic diversity by the π-cyclisation of N-carbamoyliminium ion, with or without tandem N,N-acetal cleavage, from spiro(imidazolidinoquinazolinones)

Synthesis

Volumn , Issue 9, 2008, Pages 1389-1396

  Pesquet, Anthony ^a   Daïch, Adam ^a   Coste, Servane ^b,d   Van Hijfte, Luc ^c  

^a UNIVERSITÉ DU HAVRE   (France)

^b UNIVERSITÉ DE ROUEN   (France)

^c JOHNSON AND JOHNSON   (United States)

^d CEA SACLAY   (France)

Author keywords

cyclisation; Cleavage; Hydroxy lactam; Imidazolidine; N acyliminium ion; Quinazolinone; Reduction

Indexed keywords

CYCLIZATION; DERIVATIVES; PHASE TRANSITIONS; REDOX REACTIONS; REGIOSELECTIVITY; SYNTHESIS (CHEMICAL);

ACYLIMINIUM IONS; HYDROXY LACTAMS; IMIDAZOLIDINE; QUINAZOLINONE;

METAL IONS;

1 BENZYL 1',5 DIHYDRO 5 DIHYDROXY 1',3 DIMETHYL 3' PROPYLSPIRO(IMIDAZOLIDINE 4,4' QUINAZOLINE) 2,2' DIONE; 1 BENZYL 1',5 DIHYDRO 5 HYDROXY 1',3 DIMETHYL 3' PHENYLSPIRO(IMIDAZOLIDINE 4,4' QUINAZOLINE) 2,2' DIONE; 1 CARBAMOYLISATIN DERIVATIVE; 1,3' DIBENZYL 1',5 DIHYDRO 5 HYDROXY 1',3 DIMETHYLSPIRO(IMIDAZOLIDINE 4,4' QUINAZOLINE) 2,2' DIONE; HETEROCYCLIC COMPOUND; HYDROXYSPIROLACTAM DERIVATIVE; IMIDAZOINDOLE DERIVATIVE; INDOLOQUINAZOLINE; ISOQUINOLOQUINAZOLINE; LACTAM DERIVATIVE; QUINAZOLINE DERIVATIVE; QUINAZOLINONE DERIVATIVE; SODIUM BOROHYDRIDE; SPIRO COMPOUND; SPIRO(IMIDAZOLIDINOQUINAZOLINONE) DERIVATIVE;

ALKYLATION; ARTICLE; CHEMICAL STRUCTURE; CITRIC ACID CYCLE; CRYSTALLIZATION; CYCLIZATION; STEREOCHEMISTRY; SYNTHESIS;

EID: 44049106771     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1067032     Document Type: Article

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43. Full crystallographic data have been deposited at the Cambridge Crystallographic Data Centre; CCDC reference number 637457 for product 10b. Copies of the data can be obtained free of charge at the following address: http://www.ccdc.cam.ac.uk.