Synlett 2004(1): 128-130  
DOI: 10.1055/s-2003-44995
LETTER
© Georg Thieme Verlag Stuttgart · New York

l-Proline Promoted Ullmann-Type Coupling Reactions of Aryl Iodides with Indoles, Pyrroles, Imidazoles or Pyrazoles

Dawei Ma*, Qian Cai
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China
Fax: +86(21)64166128; e-Mail: madw@mail.sioc.ac.cn;
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Publikationsverlauf

Received 16 October 2003
Publikationsdatum:
17. Dezember 2003 (online)

Abstract

The Ullmann-type coupling reactions of aryl iodides and several nitrogen heterocycles occur at 80-90 °C with l-proline as additive, giving N-arylpyrroles, N-arylindoles, N-arylimidazoles, and N-pyrazoles in good to excellent yields.

8

For CuI catalyzed coupling reaction of amides with aryl halides under mild conditions, see ref. [5b] . We are investigating this coupling reaction using our conditions and the results will be reported in due course.