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01486 am a22002413u 4500 |
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129424 |
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|a Zhou, Yujing
|e author
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|a Massachusetts Institute of Technology. Department of Chemistry
|e contributor
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|a Zhou, Lin
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|a Jesikiewicz, Luke T
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|a Liu, Peng
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|a Buchwald, Stephen Leffler
|e author
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|a Synthesis of Pyrroles through the CuH-Catalyzed Coupling of Enynes and Nitriles
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|b American Chemical Society (ACS),
|c 2021-01-14T20:04:54Z.
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|z Get fulltext
|u https://hdl.handle.net/1721.1/129424
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|a Herein, we describe an efficient method to prepare polysubstituted pyrroles via a copper hydride (CuH)-catalyzed enyne-nitrile coupling reaction. This protocol accommodates both aromatic and aliphatic substituents and a broad range of functional groups, providing a variety of N-H pyrroles in good yields and with high regioselectivity. We propose that the Cu-based catalyst promotes both the initial reductive coupling and subsequent cyclization steps. Density functional theory (DFT) calculations were performed to elucidate the reaction mechanism. Copyright © 2020 American Chemical Society.
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|a National Institutes of Health (R35-GM122483)
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|a National Institutes of Health (R35-GM128779)
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|a China Scholarship Council (No. 201906180037)
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|a en
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|a Article
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|t Journal of the American Chemical Society
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