Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione

Yuanyang Mu; Qiyi Yao; Liqiang Yin; Siyi Fu; Mengdan Wang; Yang Yuan; Lingkai Kong; Yanzhong Li

doi:10.1021/acs.joc.1c00487

Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione

Yuanyang Mu
, Qiyi Yao
, Liqiang Yin
, Siyi Fu
, Mengdan Wang
, Yang Yuan
, Lingkai Kong^*
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

11 Scopus citations

Abstract

An atom economic procedure for the regioselective synthesis of bridged seven-membered-ring compounds from simple reactants such as ynones and indene-1,3-dione has been developed. This process was realized through the one-pot reactions of ring-expansion of indene-1,3-dione with alkynyl ketones and successive formal [4+2] cycloaddition. The Michael addition reaction is the key for the regioselectivity of the formal [4+2] cycloaddition.

Original language	English
Pages (from-to)	6755-6764
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	86
Issue number	9
DOIs	https://doi.org/10.1021/acs.joc.1c00487
State	Published - 7 May 2021

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title = "Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione",

abstract = "An atom economic procedure for the regioselective synthesis of bridged seven-membered-ring compounds from simple reactants such as ynones and indene-1,3-dione has been developed. This process was realized through the one-pot reactions of ring-expansion of indene-1,3-dione with alkynyl ketones and successive formal [4+2] cycloaddition. The Michael addition reaction is the key for the regioselectivity of the formal [4+2] cycloaddition.",

author = "Yuanyang Mu and Qiyi Yao and Liqiang Yin and Siyi Fu and Mengdan Wang and Yang Yuan and Lingkai Kong and Yanzhong Li",

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doi = "10.1021/acs.joc.1c00487",

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T1 - Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione

AU - Mu, Yuanyang

AU - Yao, Qiyi

AU - Yin, Liqiang

AU - Fu, Siyi

AU - Wang, Mengdan

AU - Yuan, Yang

AU - Kong, Lingkai

AU - Li, Yanzhong

PY - 2021/5/7

Y1 - 2021/5/7

N2 - An atom economic procedure for the regioselective synthesis of bridged seven-membered-ring compounds from simple reactants such as ynones and indene-1,3-dione has been developed. This process was realized through the one-pot reactions of ring-expansion of indene-1,3-dione with alkynyl ketones and successive formal [4+2] cycloaddition. The Michael addition reaction is the key for the regioselectivity of the formal [4+2] cycloaddition.

AB - An atom economic procedure for the regioselective synthesis of bridged seven-membered-ring compounds from simple reactants such as ynones and indene-1,3-dione has been developed. This process was realized through the one-pot reactions of ring-expansion of indene-1,3-dione with alkynyl ketones and successive formal [4+2] cycloaddition. The Michael addition reaction is the key for the regioselectivity of the formal [4+2] cycloaddition.

UR - https://www.scopus.com/pages/publications/85105109138

U2 - 10.1021/acs.joc.1c00487

DO - 10.1021/acs.joc.1c00487

M3 - 文章

AN - SCOPUS:85105109138

SN - 0022-3263

VL - 86

SP - 6755

EP - 6764

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 9

ER -

Atom-Economic Synthesis of Highly Functionalized Bridged Ring Systems Initiated by Ring Expansion of Indene-1,3-dione

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