Cascade reaction involving Diels-Alder cascade: modular synthesis of amino -pyrones, indolines and anilines
The Diels-Alder reaction is a famous and useful method for the synthesis of six-membered carbocycles and heterocycles, and the investigation to extend its power draws tremendous interests. Herein, we develop a coupling reaction for the modular synthesis of amino -pyrones as Diels-Alder reaction prec...
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Published in | ORGANIC CHEMISTRY FRONTIERS Vol. 5; no. 24; pp. 3574 - 3578 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
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21.12.2018
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Abstract | The Diels-Alder reaction is a famous and useful method for the synthesis of six-membered carbocycles and heterocycles, and the investigation to extend its power draws tremendous interests. Herein, we develop a coupling reaction for the modular synthesis of amino -pyrones as Diels-Alder reaction precursors, and also establish the Diels-Alder cascade for obtaining indolines and anilines. This protocol features readily available starting materials, broad substrate scope and valuable synthetic utility. |
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AbstractList | The Diels-Alder reaction is a famous and useful method for the synthesis of six-membered carbocycles and heterocycles, and the investigation to extend its power draws tremendous interests. Herein, we develop a coupling reaction for the modular synthesis of amino -pyrones as Diels-Alder reaction precursors, and also establish the Diels-Alder cascade for obtaining indolines and anilines. This protocol features readily available starting materials, broad substrate scope and valuable synthetic utility. |
Author | Chen, Wei Cui, Sunliang Wang, Chaorong Shen, Yangyong |
Author_xml | – sequence: 1 givenname: Yangyong surname: Shen fullname: Shen, Yangyong organization: Zhejiang Univ, Coll Pharmaceut Sci, Inst Drug Discovery & Design, 866 Yuhangtang Rd, Hangzhou 310058, Zhejiang, Peoples R China – sequence: 2 givenname: Chaorong surname: Wang fullname: Wang, Chaorong organization: Zhejiang Univ, Coll Pharmaceut Sci, Inst Drug Discovery & Design, 866 Yuhangtang Rd, Hangzhou 310058, Zhejiang, Peoples R China – sequence: 3 givenname: Wei surname: Chen fullname: Chen, Wei organization: Zhejiang Univ, Dept Food Sci & Nutr, Hangzhou 310058, Zhejiang, Peoples R China – sequence: 4 givenname: Sunliang surname: Cui fullname: Cui, Sunliang email: slcui@zju.edu.cn organization: Zhejiang Univ, Coll Pharmaceut Sci, Inst Drug Discovery & Design, 866 Yuhangtang Rd, Hangzhou 310058, Zhejiang, Peoples R China |
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Cites_doi | 10.1002/anie.200461002 10.1002/anie.201612471 10.1039/b814694b 10.1021/ol303390a 10.1002/anie.201302847 10.1021/ja0670254 10.1021/ja408231t 10.1021/jo901077r 10.1002/anie.201407336 10.1002/anie.201709128 10.1039/c4gc01328j 10.1021/cr078346g 10.1021/jacs.6b07230 10.1002/anie.201404499 10.1002/anie.201700840 10.1002/anie.201405770 10.1055/s-0034-1378713 10.1021/ol702501s 10.1021/ol100489z 10.1021/acs.orglett.6b02575 10.1021/ol200794w 10.1021/acs.orglett.8b01159 10.1002/anie.201406621 10.1002/anie.201510520 10.1021/ja070859h 10.1002/anie.200503467 10.1021/jo061119e 10.1021/ol4028623 10.1021/acs.orglett.5b02631 10.1002/anie.201700838 10.1021/cr040632u 10.1016/j.ejmech.2013.05.049 10.3390/md13031581 10.1002/anie.200604612 10.1002/anie.201712795 10.1002/anie.201505126 10.1016/j.ejmech.2017.08.055 10.1021/acs.orglett.7b02232 10.1002/anie.201603889 10.1021/jo015804r 10.1002/anie.201105921 10.1021/jo401992d 10.1021/ja4040335 10.1021/ol071381p 10.1002/anie.201711341 10.1002/anie.201409818 10.1021/jm500146g 10.1021/acs.orglett.8b01302 10.1002/anie.200502119 10.1021/jm3012189 10.1021/cr0783986 10.1021/jacs.5b06015 |
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Keywords | FUNCTIONALIZATION YNAMIDES ASYMMETRIC-SYNTHESIS ACIDS BROSIMONES CYCLOADDITIONS ALPHA-PYRONES 3,5-DIBROMO-2-PYRONE ALKYNES DERIVATIVES |
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Snippet | The Diels-Alder reaction is a famous and useful method for the synthesis of six-membered carbocycles and heterocycles, and the investigation to extend its... |
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SubjectTerms | Chemistry Chemistry, Organic Physical Sciences Science & Technology |
Title | Cascade reaction involving Diels-Alder cascade: modular synthesis of amino -pyrones, indolines and anilines |
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