Functionalization of Benzylic C(sp 3 )H Bonds of Heteroaryl Aldehydes through N‐Heterocyclic Carbene Organocatalysis
2013; Wiley; Volume: 125; Issue: 42 Linguagem: Inglês
10.1002/ange.201305861
ISSN1521-3757
AutoresXingkuan Chen, Song Yang, Baoan Song, Yonggui Robin,
Tópico(s)Catalytic Cross-Coupling Reactions
ResumoAngewandte ChemieVolume 125, Issue 42 p. 11340-11343 Zuschrift Functionalization of Benzylic C(sp3)H Bonds of Heteroaryl Aldehydes through N-Heterocyclic Carbene Organocatalysis† Correction(s) for this article Berichtigung: Functionalization of Benzylic C(sp3)−H Bonds of Heteroaryl Aldehydes through N-Heterocyclic Carbene Organocatalysis Xingkuan Chen, Song Yang, Bao-An Song, Yonggui Robin Chi, Volume 129Issue 46Angewandte Chemie pages: 14534-14534 First Published online: November 8, 2017 Xingkuan Chen, Xingkuan Chen Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore)Search for more papers by this authorProf. Dr. Song Yang, Prof. Dr. Song Yang State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025 (China)Search for more papers by this authorProf. Dr. Bao-An Song, Corresponding Author Prof. Dr. Bao-An Song [email protected] State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025 (China) Bao-An Song, State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025 (China) Yonggui Robin Chi, Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore)Search for more papers by this authorProf. Dr. Yonggui Robin Chi, Corresponding Author Prof. Dr. Yonggui Robin Chi [email protected] Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore) Bao-An Song, State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025 (China) Yonggui Robin Chi, Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore)Search for more papers by this author Xingkuan Chen, Xingkuan Chen Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore)Search for more papers by this authorProf. Dr. Song Yang, Prof. Dr. Song Yang State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025 (China)Search for more papers by this authorProf. Dr. Bao-An Song, Corresponding Author Prof. Dr. Bao-An Song [email protected] State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025 (China) Bao-An Song, State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025 (China) Yonggui Robin Chi, Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore)Search for more papers by this authorProf. Dr. Yonggui Robin Chi, Corresponding Author Prof. Dr. Yonggui Robin Chi [email protected] Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore) Bao-An Song, State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025 (China) Yonggui Robin Chi, Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore)Search for more papers by this author First published: 26 August 2013 https://doi.org/10.1002/ange.201305861Citations: 48 † We thank the Singapore National Research Foundation (NRF), Singapore Economic Development Board (EDB), GlaxoSmithKline (GSK) and Nanyang Technological University (NTU) for generous financial support, and Drs. Y. Li and R. Ganguly (NTU) for assistance with X-ray crystallography. S.Y. and B.-A.S. acknowledge financial support from the National Key program for Basic Research (2010CB 126105) and the National Natural Science Foundation of China (21132003). Read the full textAboutPDF ToolsRequest permissionAdd to favorites ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat Graphical Abstract Aktivierung aromatischer Aldehyde: Die oxidative Aktivierung von 2-Methylindol-3-carboxaldehyd (I) durch ein N-heterocyclisches Carben (NHC) führt zur Bildung eines heterocyclischen ortho-Chinodimethan-Derivats (II) als Schlüsselintermediat. Dieses reagiert in einer formalen [4+2]-Cycloaddition mit Trifluormethylketonen oder Isatin, wodurch Lactone mit einem quartären Stereozentrum aufgebaut werden. Supporting Information As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Filename Description ange_201305861_sm_miscellaneous_information.pdf2.8 MB miscellaneous_information Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article. References 1For examples of recent reviews, see: Google Scholar 1aI. A. I. Mkhalid, J. H. Barnard, T. B. Marder, J. M. Murphy, J. F. Hartwig, Chem. Rev. 2010, 110, 890–931; 10.1021/cr900206p CASPubMedWeb of Science®Google Scholar 1bG. E. Dobereiner, R. H. Crabtree, Chem. Rev. 2010, 110, 681–703; 10.1021/cr900202j CASPubMedWeb of Science®Google Scholar 1cF. Bellina, R. Rossi, Chem. Rev. 2010, 110, 1082–1146; 10.1021/cr9000836 CASPubMedWeb of Science®Google Scholar 1dS. Y. Zhang, F. M. Zhang, Y. Q. Tu, Chem. Soc. Rev. 2011, 40, 1937–1949; 10.1039/c0cs00063a CASPubMedWeb of Science®Google Scholar 1eC. L. Sun, B. J. Li, Z. J. Shi, Chem. 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