Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2011(1): 0015-0015
DOI: 10.1055/s-0030-1259198
DOI: 10.1055/s-0030-1259198
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
Benzofurans, Indoles, and Isoquinolones via Castro-Stephens and Heck Reactions
R. Álvarez*, C. Martínez, Y. Madich, J. G. Denis, J. M. Aurrecoechea*, Á. R. de Lera*
Universidade de Vigo and Universidad del País Vasco, Bilbao, Spain
Further Information
Publication History
Publication Date:
21 December 2010 (online)
Significance
Reported is the synthesis of benzofurans A, indoles B, and isoquinolones C via a Sonogashira coupling and subsequent sequential Castro-Stephens and Heck strategy. In the case of the benzofuran synthesis, a detailed screen of catalyst, additives, base, temperature, and equivalents of alkene is described, which led to the optimum conditions as shown above. Substrate scope is examined, particularly the effects of varying the alkyne (R¹) and amide (R5) substituents, which shows good tolerance to modification.