Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s

Lang Sun; Yuanxun Zhu; Jing Wang; Ping Lu; Yanguang Wang

doi:10.1021/ol503316e

Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s

Lang Sun, Yuanxun Zhu, Jing Wang, Ping Lu^*, Yanguang Wang

^*此作品的通讯作者

Zhejiang University

科研成果: 期刊稿件 › 文章 › 同行评审

32 引用（Scopus）

摘要

A highly efficient and convenient construction of the spiro[indene-benzosultam] skeleton from propargylic alcohols has been developed. The reaction proceeded in a Lewis acid catalyzed cascade process, including the trapping of allene carbocation with sulfonamide, electrophilic cyclization, and intramolecular Friedel-Crafts alkylation. In the presence of NIS or NBS, iodo/bromo-substituted spiro[indene-benzosultam]s could be prepared in excellent yields.

源语言	英语
页（从-至）	242-245
页数	4
期刊	Organic Letters
卷	17
期	2
DOI	https://doi.org/10.1021/ol503316e
出版状态	已出版 - 16 1月 2015
已对外发布	是

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title = "Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s",

abstract = "A highly efficient and convenient construction of the spiro[indene-benzosultam] skeleton from propargylic alcohols has been developed. The reaction proceeded in a Lewis acid catalyzed cascade process, including the trapping of allene carbocation with sulfonamide, electrophilic cyclization, and intramolecular Friedel-Crafts alkylation. In the presence of NIS or NBS, iodo/bromo-substituted spiro[indene-benzosultam]s could be prepared in excellent yields.",

author = "Lang Sun and Yuanxun Zhu and Jing Wang and Ping Lu and Yanguang Wang",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2015",

month = jan,

day = "16",

doi = "10.1021/ol503316e",

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journal = "Organic Letters",

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T1 - Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s

AU - Sun, Lang

AU - Zhu, Yuanxun

AU - Wang, Jing

AU - Lu, Ping

AU - Wang, Yanguang

PY - 2015/1/16

Y1 - 2015/1/16

N2 - A highly efficient and convenient construction of the spiro[indene-benzosultam] skeleton from propargylic alcohols has been developed. The reaction proceeded in a Lewis acid catalyzed cascade process, including the trapping of allene carbocation with sulfonamide, electrophilic cyclization, and intramolecular Friedel-Crafts alkylation. In the presence of NIS or NBS, iodo/bromo-substituted spiro[indene-benzosultam]s could be prepared in excellent yields.

AB - A highly efficient and convenient construction of the spiro[indene-benzosultam] skeleton from propargylic alcohols has been developed. The reaction proceeded in a Lewis acid catalyzed cascade process, including the trapping of allene carbocation with sulfonamide, electrophilic cyclization, and intramolecular Friedel-Crafts alkylation. In the presence of NIS or NBS, iodo/bromo-substituted spiro[indene-benzosultam]s could be prepared in excellent yields.

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U2 - 10.1021/ol503316e

DO - 10.1021/ol503316e

M3 - Article

C2 - 25541815

AN - SCOPUS:84921274003

SN - 1523-7060

VL - 17

SP - 242

EP - 245

JO - Organic Letters

JF - Organic Letters

IS - 2

ER -

Lewis acid catalyzed cascade reaction of 3-(2-benzenesulfonamide)propargylic alcohols to spiro[indene-benzosultam]s

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