Synthesis of Spiro[5.n (n=6–8)]heterocycles through Successive Ring-Expansion/Indole C-2 Functionalization

Yang Yuan; Zixia Guo; Yuanyang Mu; Ye Wang; Murong Xu; Yanzhong Li

doi:10.1002/adsc.201901631

Synthesis of Spiro[5.n (n=6–8)]heterocycles through Successive Ring-Expansion/Indole C-2 Functionalization

Yang Yuan
, Zixia Guo
, Yuanyang Mu
, Ye Wang
, Murong Xu
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

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

21 Scopus citations

Abstract

A cascade procedure for the efficient and atom-economical synthesis of spiro[5.n (n=6–8)]heterocycles has been developed. This process goes through the tandem reactions of base-promoted ring-expansion of cyclic ketones followed by Cu-catalyzed intramolecular C-2 spirocyclization of indoles. Easily accessible starting materials and broad substrate scope are the advantaged features of this protocol. (Figure presented.).

Original language	English
Pages (from-to)	1298-1302
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	362
Issue number	6
DOIs	https://doi.org/10.1002/adsc.201901631
State	Published - 17 Mar 2020

Keywords

Csp−H functionalization
Cu-catalyzed
one-pot
ring-expansion
spiro[5.n (n=6–8)]heterocycles

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10.1002/adsc.201901631

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title = "Synthesis of Spiro[5.n (n=6–8)]heterocycles through Successive Ring-Expansion/Indole C-2 Functionalization",

abstract = "A cascade procedure for the efficient and atom-economical synthesis of spiro[5.n (n=6–8)]heterocycles has been developed. This process goes through the tandem reactions of base-promoted ring-expansion of cyclic ketones followed by Cu-catalyzed intramolecular C-2 spirocyclization of indoles. Easily accessible starting materials and broad substrate scope are the advantaged features of this protocol. (Figure presented.).",

keywords = "Csp−H functionalization, Cu-catalyzed, one-pot, ring-expansion, spiro[5.n (n=6–8)]heterocycles",

author = "Yang Yuan and Zixia Guo and Yuanyang Mu and Ye Wang and Murong Xu and Yanzhong Li",

note = "Publisher Copyright: {\textcopyright} 2020 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2020",

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T1 - Synthesis of Spiro[5.n (n=6–8)]heterocycles through Successive Ring-Expansion/Indole C-2 Functionalization

AU - Yuan, Yang

AU - Guo, Zixia

AU - Mu, Yuanyang

AU - Wang, Ye

AU - Xu, Murong

AU - Li, Yanzhong

PY - 2020/3/17

Y1 - 2020/3/17

N2 - A cascade procedure for the efficient and atom-economical synthesis of spiro[5.n (n=6–8)]heterocycles has been developed. This process goes through the tandem reactions of base-promoted ring-expansion of cyclic ketones followed by Cu-catalyzed intramolecular C-2 spirocyclization of indoles. Easily accessible starting materials and broad substrate scope are the advantaged features of this protocol. (Figure presented.).

AB - A cascade procedure for the efficient and atom-economical synthesis of spiro[5.n (n=6–8)]heterocycles has been developed. This process goes through the tandem reactions of base-promoted ring-expansion of cyclic ketones followed by Cu-catalyzed intramolecular C-2 spirocyclization of indoles. Easily accessible starting materials and broad substrate scope are the advantaged features of this protocol. (Figure presented.).

KW - Csp−H functionalization

KW - Cu-catalyzed

KW - one-pot

KW - ring-expansion

KW - spiro[5.n (n=6–8)]heterocycles

UR - https://www.scopus.com/pages/publications/85079225867

U2 - 10.1002/adsc.201901631

DO - 10.1002/adsc.201901631

M3 - 文章

AN - SCOPUS:85079225867

SN - 1615-4150

VL - 362

SP - 1298

EP - 1302

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 6

ER -

Synthesis of Spiro[5.n (n=6–8)]heterocycles through Successive Ring-Expansion/Indole C-2 Functionalization

Abstract

Keywords

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