CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu-vinylidene intermediates

Zhen Yuan Liao; Pen Yuan Liao; Tun Cheng Chien

doi:10.1039/c6cc08601b

CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu-vinylidene intermediates

Zhen Yuan Liao, Pen Yuan Liao, Tun Cheng Chien^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

18 引文斯高帕斯（Scopus）

摘要

CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides was initiated by the formation of Cu-acetylide to trigger N-CN bond cleavage of the N-sulfonylcyanamide moiety followed by CN migration to form a β-cyano Cu-vinylidene intermediate. Subsequently, the indole ring closure furnished the corresponding 1-sulfonyl-3-cyanoindoles.

原文	英語
頁（從 - 到）	14404-14407
頁數	4
期刊	Chemical Communications
卷	52
發行號	100
DOIs	https://doi.org/10.1039/c6cc08601b
出版狀態	已發佈 - 2016

ASJC Scopus subject areas

催化
電子、光磁材料
陶瓷和複合材料
一般化學
表面、塗料和薄膜
金屬和合金
材料化學

存取文件

10.1039/c6cc08601b

其它文件與鏈接

CCDC 1511558: Experimental Crystal Structure Determination
Liao, Z. (Creator), Liao, P. (Creator) & Chien, T. (Creator), Unknown Publisher, 2016
DOI: 10.5517/ccdc.csd.cc1mqwy5, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1mqwy5&sid=DataCite
資料集: Dataset
CCDC 1511556: Experimental Crystal Structure Determination
Liao, Z. (Creator), Liao, P. (Creator) & Chien, T. (Creator), Unknown Publisher, 2016
DOI: 10.5517/ccdc.csd.cc1mqww3, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1mqww3&sid=DataCite
資料集: Dataset
CCDC 1511557: Experimental Crystal Structure Determination
Liao, Z. (Creator), Liao, P. (Creator) & Chien, T. (Creator), Unknown Publisher, 2016
DOI: 10.5517/ccdc.csd.cc1mqwx4, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1mqwx4&sid=DataCite
資料集: Dataset

引用此

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title = "CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu-vinylidene intermediates",

abstract = "CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides was initiated by the formation of Cu-acetylide to trigger N-CN bond cleavage of the N-sulfonylcyanamide moiety followed by CN migration to form a β-cyano Cu-vinylidene intermediate. Subsequently, the indole ring closure furnished the corresponding 1-sulfonyl-3-cyanoindoles.",

author = "Liao, {Zhen Yuan} and Liao, {Pen Yuan} and Chien, {Tun Cheng}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2016",

doi = "10.1039/c6cc08601b",

language = "English",

volume = "52",

pages = "14404--14407",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu-vinylidene intermediates

AU - Liao, Zhen Yuan

AU - Liao, Pen Yuan

AU - Chien, Tun Cheng

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2016

Y1 - 2016

N2 - CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides was initiated by the formation of Cu-acetylide to trigger N-CN bond cleavage of the N-sulfonylcyanamide moiety followed by CN migration to form a β-cyano Cu-vinylidene intermediate. Subsequently, the indole ring closure furnished the corresponding 1-sulfonyl-3-cyanoindoles.

AB - CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides was initiated by the formation of Cu-acetylide to trigger N-CN bond cleavage of the N-sulfonylcyanamide moiety followed by CN migration to form a β-cyano Cu-vinylidene intermediate. Subsequently, the indole ring closure furnished the corresponding 1-sulfonyl-3-cyanoindoles.

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UR - http://www.scopus.com/inward/citedby.url?scp=85006279479&partnerID=8YFLogxK

U2 - 10.1039/c6cc08601b

DO - 10.1039/c6cc08601b

M3 - Article

AN - SCOPUS:85006279479

SN - 1359-7345

VL - 52

SP - 14404

EP - 14407

JO - Chemical Communications

JF - Chemical Communications

IS - 100

ER -

CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu-vinylidene intermediates

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 1511558: Experimental Crystal Structure Determination

CCDC 1511556: Experimental Crystal Structure Determination

CCDC 1511557: Experimental Crystal Structure Determination

引用此