Synthesis of morpholine or piperazine derivatives through gold-catalyzed cyclization reactions of alkynylamines or alkynylalcohols

Liangfeng Yao; Yuan Wang; Kuo Wei Huang

doi:10.1039/c5qo00060b

Synthesis of morpholine or piperazine derivatives through gold-catalyzed cyclization reactions of alkynylamines or alkynylalcohols

Liangfeng Yao, Yuan Wang, Kuo Wei Huang^*

^*Corresponding author for this work

Physical Sciences and Engineering

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

28 Scopus citations

Abstract

A convenient and efficient synthetic method for the construction of morpholine and piperazine derivatives in moderate to good yields was established. The reaction proceeds smoothly with 1.0 mol% gold catalyst loading. A plausible mechanism involving the cascade cyclization and isomerizations to produce the six-membered ring was proposed and supported by deuterium labeling experiments.

Original language	English (US)
Pages (from-to)	721-725
Number of pages	5
Journal	Organic Chemistry Frontiers
Volume	2
Issue number	6
DOIs	https://doi.org/10.1039/c5qo00060b
State	Published - Jun 2015

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Publisher Copyright:
This journal is © the Partner Organisations 2015.

ASJC Scopus subject areas

Organic Chemistry

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10.1039/c5qo00060b

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title = "Synthesis of morpholine or piperazine derivatives through gold-catalyzed cyclization reactions of alkynylamines or alkynylalcohols",

abstract = "A convenient and efficient synthetic method for the construction of morpholine and piperazine derivatives in moderate to good yields was established. The reaction proceeds smoothly with 1.0 mol% gold catalyst loading. A plausible mechanism involving the cascade cyclization and isomerizations to produce the six-membered ring was proposed and supported by deuterium labeling experiments.",

author = "Liangfeng Yao and Yuan Wang and Huang, {Kuo Wei}",

note = "Publisher Copyright: This journal is {\textcopyright} the Partner Organisations 2015.",

year = "2015",

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doi = "10.1039/c5qo00060b",

language = "English (US)",

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AU - Yao, Liangfeng

AU - Wang, Yuan

AU - Huang, Kuo Wei

PY - 2015/6

Y1 - 2015/6

N2 - A convenient and efficient synthetic method for the construction of morpholine and piperazine derivatives in moderate to good yields was established. The reaction proceeds smoothly with 1.0 mol% gold catalyst loading. A plausible mechanism involving the cascade cyclization and isomerizations to produce the six-membered ring was proposed and supported by deuterium labeling experiments.

AB - A convenient and efficient synthetic method for the construction of morpholine and piperazine derivatives in moderate to good yields was established. The reaction proceeds smoothly with 1.0 mol% gold catalyst loading. A plausible mechanism involving the cascade cyclization and isomerizations to produce the six-membered ring was proposed and supported by deuterium labeling experiments.

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U2 - 10.1039/c5qo00060b

DO - 10.1039/c5qo00060b

M3 - Article

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SN - 2052-4110

VL - 2

SP - 721

EP - 725

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 6

ER -

Synthesis of morpholine or piperazine derivatives through gold-catalyzed cyclization reactions of alkynylamines or alkynylalcohols

Abstract

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