SYNTHESIS OF THE BENZO[B]CARBAZOLOQUINONE WITH THE STRUCTURE PROPOSEDFOR PREKINAMYCIN

Authors
ECHAVARREN AM TAMAYO N PAREDES MC
Citation
Am. Echavarren et al., SYNTHESIS OF THE BENZO[B]CARBAZOLOQUINONE WITH THE STRUCTURE PROPOSEDFOR PREKINAMYCIN, Tetrahedron letters, 34(29), 1993, pp. 4713-4716
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
29
Year of publication
1993
Pages
4713 - 4716
Database
ISI
SICI code
0040-4039(1993)34:29<4713:SOTBWT>2.0.ZU;2-5
Abstract
The synthesis of the N-cyano benzo[b]carbazolequinone with the structu re proposed for prekinamycin has been achieved by palladium and copper catalyzed coupling of a 2-bromonaphthoquinone with an arylstannane fo llowed by ring closure, N-cyanation, and demethylation. Unexpectedly, the ring closure reaction gave also a regioisomer by an unprecedented rearrangement reaction.