Synthesis of Aza-Eight-Membered Ring-Fused Indolines Initiated by Zn-Catalyzed C2 Alkylation of Indoles and Subsequent Base-Promoted Ring Expansion

Yang Yuan; Ye Wang; Yuanyang Mu; Murong Xu; Siyi Fu; Lingkai Kong; Yanzhong Li

doi:10.1021/acs.orglett.0c02307

Synthesis of Aza-Eight-Membered Ring-Fused Indolines Initiated by Zn-Catalyzed C2 Alkylation of Indoles and Subsequent Base-Promoted Ring Expansion

Yang Yuan
, Ye Wang
, Yuanyang Mu
, Murong Xu
, Siyi Fu
, Lingkai Kong^*
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

12 Scopus citations

Abstract

A novel and efficient synthesis of aza-eight-membered ring-fused indolines has been developed. This process is realized by zinc-catalyzed C2 alkylation of indoles and subsequent base-promoted ring expansion of the newly formed six-membered ring with alkynes. Easily accessible starting materials, good functional group tolerance, and high atom economy make this procedure attractive.

Original language	English
Pages (from-to)	6532-6536
Number of pages	5
Journal	Organic Letters
Volume	22
Issue number	16
DOIs	https://doi.org/10.1021/acs.orglett.0c02307
State	Published - 21 Aug 2020

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10.1021/acs.orglett.0c02307

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title = "Synthesis of Aza-Eight-Membered Ring-Fused Indolines Initiated by Zn-Catalyzed C2 Alkylation of Indoles and Subsequent Base-Promoted Ring Expansion",

abstract = "A novel and efficient synthesis of aza-eight-membered ring-fused indolines has been developed. This process is realized by zinc-catalyzed C2 alkylation of indoles and subsequent base-promoted ring expansion of the newly formed six-membered ring with alkynes. Easily accessible starting materials, good functional group tolerance, and high atom economy make this procedure attractive.",

author = "Yang Yuan and Ye Wang and Yuanyang Mu and Murong Xu and Siyi Fu and Lingkai Kong and Yanzhong Li",

note = "Publisher Copyright: {\textcopyright} 2020 American Chemical Society.",

year = "2020",

month = aug,

day = "21",

doi = "10.1021/acs.orglett.0c02307",

language = "英语",

volume = "22",

pages = "6532--6536",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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T1 - Synthesis of Aza-Eight-Membered Ring-Fused Indolines Initiated by Zn-Catalyzed C2 Alkylation of Indoles and Subsequent Base-Promoted Ring Expansion

AU - Yuan, Yang

AU - Wang, Ye

AU - Mu, Yuanyang

AU - Xu, Murong

AU - Fu, Siyi

AU - Kong, Lingkai

AU - Li, Yanzhong

PY - 2020/8/21

Y1 - 2020/8/21

N2 - A novel and efficient synthesis of aza-eight-membered ring-fused indolines has been developed. This process is realized by zinc-catalyzed C2 alkylation of indoles and subsequent base-promoted ring expansion of the newly formed six-membered ring with alkynes. Easily accessible starting materials, good functional group tolerance, and high atom economy make this procedure attractive.

AB - A novel and efficient synthesis of aza-eight-membered ring-fused indolines has been developed. This process is realized by zinc-catalyzed C2 alkylation of indoles and subsequent base-promoted ring expansion of the newly formed six-membered ring with alkynes. Easily accessible starting materials, good functional group tolerance, and high atom economy make this procedure attractive.

UR - https://www.scopus.com/pages/publications/85089787312

U2 - 10.1021/acs.orglett.0c02307

DO - 10.1021/acs.orglett.0c02307

M3 - 文章

C2 - 32806175

AN - SCOPUS:85089787312

SN - 1523-7060

VL - 22

SP - 6532

EP - 6536

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Synthesis of Aza-Eight-Membered Ring-Fused Indolines Initiated by Zn-Catalyzed C2 Alkylation of Indoles and Subsequent Base-Promoted Ring Expansion

Abstract

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