A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds |
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| Authors: | Martin G Banwell Matthew T Jones David W Lupton Jayanta K Ray |
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| Institution: | a Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 0200, Australia
b Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India |
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| Abstract: | The Pd0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields. The reductive cyclization of such products, as well as N-acyl derivatives 3k, l, and m, has been investigated and provided the C-3 mono-substituted oxindoles 5a-d, f, g, k, and m, the direct reduction products 4i and j or indole 5l. |
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| Keywords: | Cross-coupling Oxindoles Reductive cyclization Ullmann reaction |
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