Alkylation of indole and benzofuran with acetals

Ningning Liu; Ling Yang; Bei Yang; Jinbang Wang; Xue Chen; Qinpei Wu

doi:10.6023/cjoc201401038

Alkylation of indole and benzofuran with acetals

Ningning Liu, Ling Yang, Bei Yang, Jinbang Wang, Xue Chen, Qinpei Wu^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

3 Citations (Scopus)

Abstract

Benzofuran derivatives and bisindolylmethane derivatives are widely present in natural products, and have significant biological activity. Acetals were demonstrated to be efficient alkylating agents in the presence of TMSOTf and 2,4,6-collidine. Bisbenzofuranmethane and bisindolylmethane derivatives were easily obtained via direct alkylation of benzofurnan or indole with a series of acetals including amino, cyclic, acetone, aryl and alkyl acetals. The reaction mechanism was proposed.

Original language	English
Pages (from-to)	2523-2528
Number of pages	6
Journal	Chinese Journal of Organic Chemistry
Volume	34
Issue number	12
DOIs	https://doi.org/10.6023/cjoc201401038
Publication status	Published - 1 Dec 2014

Keywords

Acetal
Alkylation
Benzofuran
Indole

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10.6023/cjoc201401038

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Liu, N., Yang, L., Yang, B., Wang, J., Chen, X., & Wu, Q. (2014). Alkylation of indole and benzofuran with acetals. Chinese Journal of Organic Chemistry, 34(12), 2523-2528. https://doi.org/10.6023/cjoc201401038

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title = "Alkylation of indole and benzofuran with acetals",

abstract = "Benzofuran derivatives and bisindolylmethane derivatives are widely present in natural products, and have significant biological activity. Acetals were demonstrated to be efficient alkylating agents in the presence of TMSOTf and 2,4,6-collidine. Bisbenzofuranmethane and bisindolylmethane derivatives were easily obtained via direct alkylation of benzofurnan or indole with a series of acetals including amino, cyclic, acetone, aryl and alkyl acetals. The reaction mechanism was proposed.",

keywords = "Acetal, Alkylation, Benzofuran, Indole",

author = "Ningning Liu and Ling Yang and Bei Yang and Jinbang Wang and Xue Chen and Qinpei Wu",

note = "Publisher Copyright: {\textcopyright} 2014 Chinese Chemical Society & SIOC, CAS",

year = "2014",

month = dec,

day = "1",

doi = "10.6023/cjoc201401038",

language = "English",

volume = "34",

pages = "2523--2528",

journal = "Chinese Journal of Organic Chemistry",

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TY - JOUR

T1 - Alkylation of indole and benzofuran with acetals

AU - Liu, Ningning

AU - Yang, Ling

AU - Yang, Bei

AU - Wang, Jinbang

AU - Chen, Xue

AU - Wu, Qinpei

PY - 2014/12/1

Y1 - 2014/12/1

N2 - Benzofuran derivatives and bisindolylmethane derivatives are widely present in natural products, and have significant biological activity. Acetals were demonstrated to be efficient alkylating agents in the presence of TMSOTf and 2,4,6-collidine. Bisbenzofuranmethane and bisindolylmethane derivatives were easily obtained via direct alkylation of benzofurnan or indole with a series of acetals including amino, cyclic, acetone, aryl and alkyl acetals. The reaction mechanism was proposed.

AB - Benzofuran derivatives and bisindolylmethane derivatives are widely present in natural products, and have significant biological activity. Acetals were demonstrated to be efficient alkylating agents in the presence of TMSOTf and 2,4,6-collidine. Bisbenzofuranmethane and bisindolylmethane derivatives were easily obtained via direct alkylation of benzofurnan or indole with a series of acetals including amino, cyclic, acetone, aryl and alkyl acetals. The reaction mechanism was proposed.

KW - Acetal

KW - Alkylation

KW - Benzofuran

KW - Indole

UR - http://www.scopus.com/inward/record.url?scp=84904864197&partnerID=8YFLogxK

U2 - 10.6023/cjoc201401038

DO - 10.6023/cjoc201401038

M3 - Article

AN - SCOPUS:84904864197

SN - 0253-2786

VL - 34

SP - 2523

EP - 2528

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 12

ER -

Alkylation of indole and benzofuran with acetals

Abstract

Keywords

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