Photoredox Catalysis Induced Bisindolylation of Ethers/Alcohols via Sequential C-H and C-O Bond Cleavage

Lu Ye; Sai Hu Cai; Ding Xing Wang; Yi Qiu Wang; Lin Jie Lai; Chao Feng; Teck Peng Loh

doi:10.1021/acs.orglett.7b03073

Photoredox Catalysis Induced Bisindolylation of Ethers/Alcohols via Sequential C-H and C-O Bond Cleavage

Lu Ye, Sai Hu Cai, Ding Xing Wang, Yi Qiu Wang, Lin Jie Lai, Chao Feng, Teck Peng Loh

School of Chemistry and Moleculai Engineering

Research output: Contribution to journal › Article › peer-review

46 Scopus citations

Abstract

A visible-light-engaged 2-fold site-selective alkylation of indole derivatives with aliphatic ethers or alcohols has been accomplished for easy access to symmetric 3,3′-bisindolylmethane derivatives. The experimental data suggest a sequential photoredox catalysis induced radical addition and proton-mediated Friedel-Crafts alkylation mechanism.

Original language	English
Pages (from-to)	6164-6167
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	22
DOIs	https://doi.org/10.1021/acs.orglett.7b03073
State	Published - 17 Nov 2017

Access to Document

10.1021/acs.orglett.7b03073

Cite this

@article{05bf4238c9374798a3c3bb82e441e81c,

title = "Photoredox Catalysis Induced Bisindolylation of Ethers/Alcohols via Sequential C-H and C-O Bond Cleavage",

abstract = "A visible-light-engaged 2-fold site-selective alkylation of indole derivatives with aliphatic ethers or alcohols has been accomplished for easy access to symmetric 3,3′-bisindolylmethane derivatives. The experimental data suggest a sequential photoredox catalysis induced radical addition and proton-mediated Friedel-Crafts alkylation mechanism.",

author = "Lu Ye and Cai, {Sai Hu} and Wang, {Ding Xing} and Wang, {Yi Qiu} and Lai, {Lin Jie} and Chao Feng and Loh, {Teck Peng}",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = nov,

day = "17",

doi = "10.1021/acs.orglett.7b03073",

language = "英语",

volume = "19",

pages = "6164--6167",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "22",

}

TY - JOUR

T1 - Photoredox Catalysis Induced Bisindolylation of Ethers/Alcohols via Sequential C-H and C-O Bond Cleavage

AU - Ye, Lu

AU - Cai, Sai Hu

AU - Wang, Ding Xing

AU - Wang, Yi Qiu

AU - Lai, Lin Jie

AU - Feng, Chao

AU - Loh, Teck Peng

PY - 2017/11/17

Y1 - 2017/11/17

N2 - A visible-light-engaged 2-fold site-selective alkylation of indole derivatives with aliphatic ethers or alcohols has been accomplished for easy access to symmetric 3,3′-bisindolylmethane derivatives. The experimental data suggest a sequential photoredox catalysis induced radical addition and proton-mediated Friedel-Crafts alkylation mechanism.

AB - A visible-light-engaged 2-fold site-selective alkylation of indole derivatives with aliphatic ethers or alcohols has been accomplished for easy access to symmetric 3,3′-bisindolylmethane derivatives. The experimental data suggest a sequential photoredox catalysis induced radical addition and proton-mediated Friedel-Crafts alkylation mechanism.

UR - http://www.scopus.com/inward/record.url?scp=85034595878&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.7b03073

DO - 10.1021/acs.orglett.7b03073

M3 - 文章

C2 - 29112428

AN - SCOPUS:85034595878

SN - 1523-7060

VL - 19

SP - 6164

EP - 6167

JO - Organic Letters

JF - Organic Letters

IS - 22

ER -

Photoredox Catalysis Induced Bisindolylation of Ethers/Alcohols via Sequential C-H and C-O Bond Cleavage

Abstract

Access to Document

Other files and links

Fingerprint

Cite this