Synthesis of the novel pyrrolo[2,1-d][1,2,5]benzotriazepine, pyrrolo[2,1-e][1,3,6]benzotriazocine and pyrrolo[1,2-a]tetrazolo[1,5-d][1,4]benzodiazepine ring systems. A new route to pyrrolo[1,2a]quinoxaline via transamination of in situ generated 1-(2-aminophenyl)-2-iminomethylpyrroles

 
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1996 (EN)
Synthesis of the novel pyrrolo[2,1-d][1,2,5]benzotriazepine, pyrrolo[2,1-e][1,3,6]benzotriazocine and pyrrolo[1,2-a]tetrazolo[1,5-d][1,4]benzodiazepine ring systems. A new route to pyrrolo[1,2a]quinoxaline via transamination of in situ generated 1-(2-aminophenyl)-2-iminomethylpyrroles (EN)

Korakas, D. (EN)

Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας (EL)
Korakas, D. (EN)

Selective reduction of 2-azidomethyl-1-(2-nitrophenyl)pyrrole 5 afforded 2-aminomethyl-1-(2-nitrophenyl)pyrrole 10. Pyrrolo[1,2-a]quinoxaline 15 is obtained by treating amino-ester 12 with formaldehyde. Diamine 8 reacts with either formaldehyde or benzaldehyde to give pyrrolo[1,2-a]quinoxaline 19. Compound 10 was reductively cyclised to pyrrolo[2,1-d][1,2,5]-benzotriazepine 22. Intramolecular coupling of diamine 8 with triphosgene or carbon disulfide yields pyrrolo[2,1-e][1,3,6]benzotriazocine 23 and 24, respectively. Intramolecular 1,3-dipolar cycloaddition of cyanoazide 6 gives pyrrolo[1,2-a]tetrazolo[1,5-d][1,4]benzodiazepine 25. Copyright (C) 1996 Elsevier Science Ltd (EN)

2-aminomethylpyrroles (EN)

Πανεπιστήμιο Ιωαννίνων (EL)
University of Ioannina (EN)

Tetrahedron (EN)

English

1996

<Go to ISI>://A1996VA71000017

Elsevier (EN)



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