The PdCl2-catalyzed sequential heterocyclization/Michael addition cascade in the synthesis of 2,3-disubstituted indoles

Donala Janreddy; Veerababurao Kavala; Chun Wei Kuo; Ting Shen Kuo; Chiu Hui He; Ching Fa Yao

doi:10.1016/j.tet.2013.01.081

The PdCl₂-catalyzed sequential heterocyclization/Michael addition cascade in the synthesis of 2,3-disubstituted indoles

Donala Janreddy
, Veerababurao Kavala
, Chun Wei Kuo
, Ting Shen Kuo
, Chiu Hui He
, Ching Fa Yao^*

^*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

33 引文斯高帕斯（Scopus）

摘要

A cascade reaction of 2-N-unprotected-2-alkynylanilines and various electron-deficient alkenes in the presence of PdCl₂ provided 2,3-disubstituted indole derivatives, whereas, in the presence of Pd(OAc) ₂, the same reaction resulted in the production of N-alkylated-2-alkynylaniline derivatives.

原文	英語
頁（從 - 到）	3323-3330
頁數	8
期刊	Tetrahedron
卷	69
發行號	15
DOIs	https://doi.org/10.1016/j.tet.2013.01.081
出版狀態	已發佈 - 2013 4月 15

ASJC Scopus subject areas

生物化學
藥物發現
有機化學

存取文件

10.1016/j.tet.2013.01.081

其它文件與鏈接

CCDC 857247: Experimental Crystal Structure Determination
Janreddy, D. (Creator), Kavala, V. (Creator), Kuo, C.-W. (Creator), Kuo, T.-S. (Creator), He, C.-H. (Creator) & Yao, C.-F. (Creator), Unknown Publisher, 2013
DOI: 10.5517/ccxs14v, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccxs14v&sid=DataCite
資料集: Dataset

引用此

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title = "The PdCl2-catalyzed sequential heterocyclization/Michael addition cascade in the synthesis of 2,3-disubstituted indoles",

abstract = "A cascade reaction of 2-N-unprotected-2-alkynylanilines and various electron-deficient alkenes in the presence of PdCl2 provided 2,3-disubstituted indole derivatives, whereas, in the presence of Pd(OAc) 2, the same reaction resulted in the production of N-alkylated-2-alkynylaniline derivatives.",

keywords = "2,3-Disubstituted indoles, 2-Alkynylanilines, Cascade reaction, PdCl, α,β-Unsaturated ketones",

author = "Donala Janreddy and Veerababurao Kavala and Kuo, \{Chun Wei\} and Kuo, \{Ting Shen\} and He, \{Chiu Hui\} and Yao, \{Ching Fa\}",

note = "Funding Information: Financial support for this work by the National Science Council of the Republic of China ( NSC 99-2119-M-003-003-MY2 ) and National Taiwan Normal University ( 99T3030-2 , 99-D , 100-D-06 ) is gratefully acknowledged. ",

year = "2013",

month = apr,

day = "15",

doi = "10.1016/j.tet.2013.01.081",

language = "English",

volume = "69",

pages = "3323--3330",

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T1 - The PdCl2-catalyzed sequential heterocyclization/Michael addition cascade in the synthesis of 2,3-disubstituted indoles

AU - Janreddy, Donala

AU - Kavala, Veerababurao

AU - Kuo, Chun Wei

AU - Kuo, Ting Shen

AU - He, Chiu Hui

AU - Yao, Ching Fa

N1 - Funding Information: Financial support for this work by the National Science Council of the Republic of China ( NSC 99-2119-M-003-003-MY2 ) and National Taiwan Normal University ( 99T3030-2 , 99-D , 100-D-06 ) is gratefully acknowledged.

PY - 2013/4/15

Y1 - 2013/4/15

N2 - A cascade reaction of 2-N-unprotected-2-alkynylanilines and various electron-deficient alkenes in the presence of PdCl2 provided 2,3-disubstituted indole derivatives, whereas, in the presence of Pd(OAc) 2, the same reaction resulted in the production of N-alkylated-2-alkynylaniline derivatives.

AB - A cascade reaction of 2-N-unprotected-2-alkynylanilines and various electron-deficient alkenes in the presence of PdCl2 provided 2,3-disubstituted indole derivatives, whereas, in the presence of Pd(OAc) 2, the same reaction resulted in the production of N-alkylated-2-alkynylaniline derivatives.

KW - 2,3-Disubstituted indoles

KW - 2-Alkynylanilines

KW - Cascade reaction

KW - PdCl

KW - α,β-Unsaturated ketones

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UR - https://www.scopus.com/pages/publications/84875226499#tab=citedBy

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DO - 10.1016/j.tet.2013.01.081

M3 - Article

AN - SCOPUS:84875226499

SN - 0040-4020

VL - 69

SP - 3323

EP - 3330

JO - Tetrahedron

JF - Tetrahedron

IS - 15

ER -

The PdCl2-catalyzed sequential heterocyclization/Michael addition cascade in the synthesis of 2,3-disubstituted indoles

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 857247: Experimental Crystal Structure Determination

引用此

The PdCl₂-catalyzed sequential heterocyclization/Michael addition cascade in the synthesis of 2,3-disubstituted indoles