Journal
ORGANIC LETTERS
Volume 12, Issue 9, Pages 2136-2139Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol1006423
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Funding
- Solvay S.A.
- National Science Foundation [DMR-0120967]
- NSF-DMR [0934212]
- Division Of Materials Research
- Direct For Mathematical & Physical Scien [934212] Funding Source: National Science Foundation
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A one-pot preparation of the 2,2'-dibromo-1,1'-bisheteroarenes 3a-d from bromo-heteroarenes utilizing the sequence of the base-catalyzed halogen dance (BCHD) reaction and CuCl(2)-promoted oxidative coupling of the in situ formed alpha-lithio-beta-halo-heteroarenes 2a-d provides a convenient access to precursors for the preparation of tricyclic heteroaromatic cores. The structures of 3a,b,d, 6, and 9 were confirmed by single-crystal X-ray analysis, and dibromides 3a and 3b were used for the preparation of dithieno-[2,3-b:3',2'-d]-pyrrole 10a and its selenophene analogue 10b, respectively.
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