An expedient route to aromatic pyrrolo[2,1- c][1,4]benzodiazepines and a study of their reactivity

2-Hydroxypyrrolo[2,1- c][1,4]benzodiazepines were aromatised in refluxing thionyl chloride into 11-chloropyrrolo[2,1- c][1,4]benzodiazepines in high yield. This aromatic system is doubly reactive towards nucleophiles leading to rearranged products such as iminobenzoxazines and quinazolines. Graphic

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Bibliographic Details
Published in:Tetrahedron letters 2001-07, Vol.42 (31), p.5183-5185
Main Authors: Fabis, Frédéric, Sopkova-de Oliveira Santos, Jana, Fouchet-Jolivet, Sandrine, Rault, Sylvain
Format: Article
Language:English
Subjects:
aromatisation
iminobenzoxazine
pyrrolo[2,1- c][1,4]benzodiazepine
quinazoline
thionyl chloride
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Summary:2-Hydroxypyrrolo[2,1- c][1,4]benzodiazepines were aromatised in refluxing thionyl chloride into 11-chloropyrrolo[2,1- c][1,4]benzodiazepines in high yield. This aromatic system is doubly reactive towards nucleophiles leading to rearranged products such as iminobenzoxazines and quinazolines. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)00957-1