A New, Improved and Convenient Synthesis of 4H-Cyclopenta[2,1-b:3,4-b′]-dithiophen-4-one

Jacek Z. Brzeziński; John R. Reynolds

doi:10.1055/s-2002-31958

PAPER

A New, Improved and Convenient Synthesis of 4H-Cyclopenta[2,1-b:3,4-b′]-dithiophen-4-one

Jacek Z. Brzeziński*^a, John R. Reynolds^b
^a Department of Organic Chemistry, Institute of Chemistry, University of Ł ódź, Narutowicza 68, 90-136 Ł ódź, Poland
Fax: +48(42)6786583; e-Mail: jzb@krysia.uni.lodz.pl;
^b Center for Macromolecular Science and Engineering, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
e-Mail: reynolds@chem.ufl.edu;

Abstract

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Abstract

A new and efficient three-step synthesis of 4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one (CDT) (1) is described. This was achieved by a one-pot, regiospecific synthesis of bis(2-iodo-3-thienyl)methanol (13), its subsequent oxidation to the bis(2-iodo-3-thienyl) ketone (14) which after Ullmann coupling yielded the title compound 1.

Key words

regiospecific lithiation - iodination - oxidation - Ullmann coupling - conducting polymers

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References

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