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ÇóÖúÎÄÕµÄAccession number£¿ ÎÄÕÂÐÅÏ¢ ÌâÄ¿£ºPalladium-Catalyzed Nucleophilic Substitution/C¨CH Activation/Aromatization Cascade Reaction: One Approach To Construct 6-Unsubstituted Phenanthridines doi£º10.1021/acs.joc.5b02145 Á¬½Ó£ºhttps://pubs.acs.org/doi/abs/10.1021/acs.joc.5b02145 |
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Palladium-Catalyzed Nucleophilic Substitution/C-H Activation/Aromatization Cascade Reaction: One Approach To Construct 6-Unsubstituted Phenanthridines ×÷Õß:Han, WY (Han, Wenyong)[ 1 ] ; Zhou, XJ (Zhou, Xiaojian)[ 1 ] ; Yang, SY (Yang, Siyi)[ 1 ] ; Xiang, GY (Xiang, Guangyan)[ 1 ] ; Cui, BD (Cui, Baodong)[ 1 ] ; Chen, YZ (Chen, Yongzheng)[ 1 ] JOURNAL OF ORGANIC CHEMISTRY ¾í: 80 ÆÚ: 22 Ò³: 11580-11587 DOI: 10.1021/acs.joc.5b02145 ³ö°æÄê: NOV 20 2015 ²é¿´ÆÚ¿¯ÐÅÏ¢ ÕªÒª A facile and practical palladium-catalyzed nucleophilic substitution/CH activation/aromatization cascade reaction has been developed. A range of 6-unsubstituted phenanthridines could be obtained in moderate to good yields (3185%) with readily prepared N-Ms arylamines and commercially available 2-bromobenzyl bromide derivatives as starting materials. The potential application of the protocol was also demonstrated by the expeditious synthesis of the natural alkaloid trisphaeridine. ¹Ø¼ü´Ê KeyWords Plus OLYCYCLIC AROMATIC-HYDROCARBONS; INTRAMOLECULAR DIRECT ARYLATION; TRANSITION-METAL-FREE; ONE-POT SYNTHESIS; EFFICIENT SYNTHESIS; NITROGEN-HETEROCYCLES; FUSED PHENANTHRIDINES; EXPEDITIOUS SYNTHESIS; COUPLING REACTION; CYCLIZATION×÷ÕßÐÅÏ¢ ͨѶ×÷ÕßµØÖ·: Han, WY (ͨѶ×÷Õß) Zunyi Med Univ, Sch Pharm, Zunyi 563000, Peoples R China. µØÖ·: [ 1 ] Zunyi Med Univ, Sch Pharm, Zunyi 563000, Peoples R China µç×ÓÓʼþµØÖ·:hanwy@zmc.edu.cn; yzchen@zmc.edu.cn »ù½ð×ÊÖúÖÂл »ù½ð×ÊÖú»ú¹¹ ÊÚȨºÅ Science and Technology Department of Guizhou Province 2015GZ18284 QKHRCTD-2014-4002 Education Department of Guizhou Province QJHRCTDZ-2012-03 New Century Excellent Talent of the Ministry of Education NCET-13-1069 ²é¿´»ù½ð×ÊÖúÐÅÏ¢ ³ö°æÉÌ AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA Àà±ð / ·ÖÀà Ñо¿·½Ïò:Chemistry Web of Science Àà±ð:Chemistry, Organic ÎÄÏ×ÐÅÏ¢ ÎÄÏ×ÀàÐÍ:Article ÓïÖÖ:English Èë²ØºÅ: WOS:000365462600040 PubMed ID: 26513449 ISSN: 0022-3263 ÆÚ¿¯ÐÅÏ¢ Impact Factor (Ó°ÏìÒò×Ó): Journal Citation Reports® ÆäËûÐÅÏ¢ IDS ºÅ: CX1NJ Web of Science ºËÐĺϼ¯ÖÐµÄ "ÒýÓõIJο¼ÎÄÏ×": 83 Web of Science ºËÐĺϼ¯ÖÐµÄ "±»ÒýƵ´Î": 0 |

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412003280: ½ð±Ò+5, ¡ï¡ï¡ï¡ï¡ï×î¼Ñ´ð°¸, Ëٶȷdz£¿ì£¬Ð»Ð» 2016-03-05 18:31:41
Ðľ²_ÒÀÈ»: LS-EPI+1, ¸ÐлӦÖú 2016-03-05 18:40:46
412003280: ½ð±Ò+5, ¡ï¡ï¡ï¡ï¡ï×î¼Ñ´ð°¸, Ëٶȷdz£¿ì£¬Ð»Ð» 2016-03-05 18:31:41
Ðľ²_ÒÀÈ»: LS-EPI+1, ¸ÐлӦÖú 2016-03-05 18:40:46
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Accession number: 20154801620710 Title: Palladium-Catalyzed Nucleophilic Substitution/C-H Activation/Aromatization Cascade Reaction: One Approach to Construct 6-Unsubstituted Phenanthridines Authors: Han, Wenyong1 Email author hanwy@zmc.edu.cn; Zhou, Xiaojian1; Yang, Siyi1; Xiang, Guangyan1; Cui, Baodong1; Chen, Yongzheng1 Email author yzchen@zmc.edu.cn Author affiliation: 1 School of Pharmacy, Zunyi Medical University, Zunyi, China Corresponding author: Han, Wenyong (hanwy@zmc.edu.cn) Source title: Journal of Organic Chemistry Abbreviated source title: J. Org. Chem. Volume: 80 Issue: 22 Issue date: November 20, 2015 Publication year: 2015 Pages: 11580-11587 Language: English ISSN: 00223263 E-ISSN: 15206904 CODEN: JOCEAH Document type: Journal article (JA) Publisher: American Chemical Society Abstract: A facile and practical palladium-catalyzed nucleophilic substitution/C-H activation/aromatization cascade reaction has been developed. A range of 6-unsubstituted phenanthridines could be obtained in moderate to good yields (31-85%) with readily prepared N-Ms arylamines and commercially available 2-bromobenzyl bromide derivatives as starting materials. The potential application of the protocol was also demonstrated by the expeditious synthesis of the natural alkaloid trisphaeridine. © 2015 American Chemical Society. Number of references: 83 Main heading: Catalysis Controlled terms: Chemical activation Uncontrolled terms: Aryl amines - Cascade reactions - Expeditious synthesis - Nucleophilic substitutions - Palladium-catalyzed Classification code: 802.2 Chemical Reactions DOI: 10.1021/acs.joc.5b02145 Database: Compendex Compilation and indexing terms, © 2016 Elsevier Inc. |

3Â¥2016-03-05 15:41:49













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