The Synthesis of Novel Polycyclic Heterocyclic Ring Systems via Photocyclization. 3 [1]. 12-Methylbenzo[h][1]Benzothieno[2,3-c][1,6]Naphthyridine

Journal Title, Volume, Page:

Journal of Heterocyclic Chemistry Volume 28, Issue 1, pages 203–204, January 1991

Year of Publication:

1991

Link:

http://onlinelibrary.wiley.com/doi/10.1002/jhet.5570280135/abstract

Authors:

M. J. Musmar

Department of Chemistry, University of South Florida, Tampa, Florida 33620-5250

Current Affiliation:

Department of Pharmacy, Faculty of Medicine and Health Sciences, An-Najah National University, Nablus, Palestine

[email protected]

Raymond N. Castle

Department of Chemistry, University of South Florida, Tampa, FL 33620-5250

Preferred Abstract (Original):

The synthesis of the 12-methyl derivative of a novel heterocyclic ring system, namely benzo[h][1]benzothieno[2,3-c][1,6]naphthyridine (8) was prepared by photocyclization of 3-chloro-N-(2′-methyl-4′-quinolyl)benzo-[6]thiophene-2-carboxamide (5) to 12-methylbenzo[h][1]benzothieno[2,3-c][1,6]naphthyridin-6(5H)-one (6). Chlorination of 6 afforded 6-chloro-12-methylbenzo[h][1]benzothieno[2,3-c][1,6]naphthyridine (7) which upon dechlorination provided the novel title compound 8.

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The Synthesis of Novel Polycyclic Heterocyclic Ring Systems via Photocyclization. 3 [1]. 12-Methylbenzo[h][1]Benzothieno[2,3-c][1,6]Naphthyridine