Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza, Università di Roma, P.le A. Moro 5, 00185, Rome, Italy.
Org Biomol Chem. 2011 Feb 7;9(3):641-52. doi: 10.1039/c0ob00501k. Epub 2010 Dec 2.
This perspective reports on some of the main copper-catalyzed routes to the construction of the pyrrole and furan rings incorporated into the indole and benzo[b]furan systems, respectively. The first part illustrates the synthesis of indoles through cyclizations of 2-alkynylanilid(n)es, preformed or generated in situ, and cyclizations via intramolecular N-arylation, N-vinylation, and C-C bond forming reactions. The second part illustrates the synthesis of benzo[b]furans through cyclizations of preformed 2-alkynylphenols, domino synthesis of 2-alkynylphenols/cyclization processes, and cyclizations via intramolecular O-arylation reactions.
本文着眼于一些主要的铜催化途径,分别构建吲哚和苯并[b]呋喃系统中的吡咯环和呋喃环。第一部分说明了通过 2-炔基苯胺(n)的环化反应,包括预形成或原位生成的环化反应,以及通过分子内 N-芳基化、N-乙烯基化和 C-C 键形成反应的环化反应来合成吲哚。第二部分说明了通过预形成的 2-炔基苯酚的环化反应、2-炔基苯酚/环化过程的多米诺合成以及通过分子内 O-芳基化反应的环化反应来合成苯并[b]呋喃。