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Synfacts 2011(3): 0268-0268  
DOI: 10.1055/s-0030-1259437
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

A New Route to Thieno[3,2-b]quinolines via an Original Heterocycle

Contributor(s): Timothy M. Swager, Joel Batson
M. J. Haddadin*, C. El-Nachef, H. Kisserwani, Y. Chaaban, M. J. Kurth*, J. C. Fettinger
American University of Beirut, Lebanon and University of California, Davis, USA
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Publication History

Publication Date:
16 February 2011 (online)

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Significance

The authors report a synthesis for thieno[3,2-b]quinolines 4 that is as easy as it is novel. The two-step, one-pot procedure gives the desired product in considerably better yield than the two previously reported syntheses of similar substrates. Additionally, compound 4 is accessed via a remarkable rearrangement of 3, the first reported cyclo­butanaphthalene system containing two heteroatoms.