Aqueous-mediated Michael Addition of Active Methylene Compounds with Nitroalkenes
A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2-amino-2-chromene derivatives by Michael addition of active methylene compounds （such as malononitrile and ethyl cyanoacetate） to nitroalkenes under aqueous-medi...
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| Published in | Chinese journal of chemistry Vol. 30; no. 8; pp. 1771 - 1774 |
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| Main Author | |
| Format | Journal Article |
| Language | English |
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Weinheim
WILEY-VCH Verlag
01.08.2012
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| Abstract | A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2-amino-2-chromene derivatives by Michael addition of active methylene compounds （such as malononitrile and ethyl cyanoacetate） to nitroalkenes under aqueous-mediated conditions. This green approach provided the desired products in high yields and the reaction scope proved to be quite broad. |
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| AbstractList | A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2‐amino‐2‐chromene derivatives by Michael addition of active methylene compounds (such as malononitrile and ethyl cyanoacetate) to nitroalkenes under aqueous‐mediated conditions. This green approach provided the desired products in high yields and the reaction scope proved to be quite broad. A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2-amino-2-chromene derivatives by Michael addition of active methylene compounds （such as malononitrile and ethyl cyanoacetate） to nitroalkenes under aqueous-mediated conditions. This green approach provided the desired products in high yields and the reaction scope proved to be quite broad. A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2‐amino‐2‐chromene derivatives by Michael addition of active methylene compounds (such as malononitrile and ethyl cyanoacetate) to nitroalkenes under aqueous‐mediated conditions. This green approach provided the desired products in high yields and the reaction scope proved to be quite broad. A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2‐amino‐2‐chromene derivatives by Michael addition of active methylene compounds (such as malononitrile and ethyl cyanoacetate) to nitroalkenes under aqueous‐mediated conditions. This green approach provided the desired products in high yields and the reaction scope proved to be quite broad. |
| Author | Xu, Dongcheng Xie, Jianwu Dong, Wenkai |
| AuthorAffiliation | Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Department of Chemistry and Life Science, Zhejiang Normal University, Jinhua, Zhejiang 321004, China |
| Author_xml | – sequence: 1 fullname: 董文凯 徐东成 谢建武 |
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| Copyright | Copyright © 2012 SIOC, CAS, Shanghai & WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim Copyright © 2012 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim |
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| Keywords | Michael addition nitroalkenes ONE-STEP SYNTHESIS ORGANIC-REACTIONS CATALYST green chemistry SOLVENT EFFICIENT METHOD ACCELERATION chromenes MALONONITRILE CHEMISTRY domino reaction TRANSFORMATIONS WATER |
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| Notes | 31-1547/O6 Michael addition, green chemistry, chromenes, nitroalkenes, domino reaction Dong Wenkai, Xu Dongcheng, Xie Jianwu（ Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, Department of Chemistry and Life Science, Zhejiang Normal University, Jinhua, Zhejiang 321004, China） A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2-amino-2-chromene derivatives by Michael addition of active methylene compounds （such as malononitrile and ethyl cyanoacetate） to nitroalkenes under aqueous-mediated conditions. This green approach provided the desired products in high yields and the reaction scope proved to be quite broad. the Program for Changjiang Scholars and Innovative Research Team in Chinese Universities - No. IRT0980 ark:/67375/WNG-GBGC226B-Q ArticleID:CJOC201200228 istex:A5221CA89AC8EA10A61AD374450F9F9C22B00203 the National Natural Science Foundation of China - No. 20902083 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 14 |
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(000307786900018.16) 2008; 49 Elinson, MN (WOS:000278198000010) 2010; 66 Curini, M (WOS:000233919500005) 2006; 13 Vachal, P (WOS:000177576000027) 2002; 124 Schreiner, PR (WOS:000185485800005) 2003; 32 Habib, PM (WOS:000260843700017) 2008; 49 Sheldon, R (WOS:000172412000001) 2001 Azizi, N (WOS:000231294400013) 2005; 7 Perlmutter, P. (000307786900018.35) 1992 Habermann, J (WOS:000227898900002) 2005; 2 Xie, JW (WOS:000290075500027) 2011; 52 Polshettiwar, V (WOS:000256168000005) 2008; 41 Okino, T (WOS:000185990300003) 2003; 125 LI, CJ (WOS:A1993MA72900004) 1993; 93 Evdokimov, NM (WOS:000242873400031) 2006; 47 Lucet, D (WOS:000076575900002) 1998; 37 Sunay, V. 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| Snippet | A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2-amino-2-chromene... A simple, atom economical and highly efficient green protocol has been developed for the synthesis of Michael adducts of nitroalkenes and 2‐amino‐2‐chromene... |
| Source | Web of Science |
| SourceID | proquest webofscience crossref wiley istex chongqing |
| SourceType | Aggregation Database Enrichment Source Index Database Publisher |
| StartPage | 1771 |
| SubjectTerms | Chemistry Chemistry, Multidisciplinary chromenes domino reaction green chemistry Michael addition Michael加成 nitroalkenes Physical Sciences Science & Technology 介导 催化 氰基乙酸乙酯 水 活性亚甲基化合物 硝基 迈克尔加成 |
| Title | Aqueous-mediated Michael Addition of Active Methylene Compounds with Nitroalkenes |
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