Stepwise and one-pot cross-coupling-heteroannulation approaches toward 2-substituted C5-, C6-, and C7-nitroindoles |
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| Authors: | Li-Ping Sun Wei-Min Dai |
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| Institution: | a Laboratory of Asymmetric Catalysis and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, China
b Combinatorial Chemistry Laboratory, The Biotechnology Research Institute and Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China |
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| Abstract: | A general and efficient synthesis of 2-substituted C5-, C6-, and C7-nitroindoles has been established. Starting from commercially available 2-amino nitrophenols, C5-, C6-, and C7-nitroindoles were synthesized via the stepwise Pd-catalyzed cross-coupling of nitro 2-trifloxyanilides with 1-alkynes followed by the t-BuOK-mediated heteroannulation. A Pd-catalyzed one-pot coupling-heteroannulation procedure was carried out by using nitro 2-trifluoroacetamidoaryl triflates. |
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| Keywords: | Cross-coupling Heteroannulation Nitroindoles Aryl triflates 2-Aminophenols |
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