Issue 20, 2003
From the journal:

Organic & Biomolecular Chemistry

Synthesis of 9-methyl-1H-[1,4]thiazino[3,2-g]quinoline-2,5,10(3H)-trione, the B,C,D ring core of the shermilamine alkaloids

Norman O. Townsenda  and  Yvette A. Jackson*a  

* Corresponding authors

a Department of Chemistry, University of the West Indies, Kingston 7, Mona, Jamaica, West Indies

Abstract

Synthesis of 9-methyl-1H-[1,4]thiazino[3,2-g]quinoline-2,5,10(3H)-trione (4), from N-(4-bromo-2,5-dimethoxyphenyl)acetamide (23) is described. Oxidative cyclisation of 2,2′-disulfanediylbis[N-(2,5-dimethoxyphenyl)acetamide] (19) to 5,8-dimethoxy-2H-1,4-benzothiazin-3(4H)-one (7b) is also reported.

Graphical abstract: Synthesis of 9-methyl-1H-[1,4]thiazino[3,2-g]quinoline-2,5,10(3H)-trione, the B,C,D ring core of the shermilamine alkaloids

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Article information

DOI
https://doi.org/10.1039/B307124C
Article type
Paper
Submitted
25 Jun 2003
Accepted
27 Aug 2003
First published
24 Sep 2003

Org. Biomol. Chem., 2003,1, 3557-3563

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Synthesis of 9-methyl-1H-[1,4]thiazino[3,2-g]quinoline-2,5,10(3H)-trione, the B,C,D ring core of the shermilamine alkaloids

N. O. Townsend and Y. A. Jackson, Org. Biomol. Chem., 2003, 1, 3557 DOI: 10.1039/B307124C

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