3 Rhodium(II)-catalyzed formal [4+1]-cycloaddition of 4 pyridotriazoles and propargyl alcohols: Synthesis of 2,5-5 6 dihydrofurans 7

Xinxin Lv; Haijian Yang; Taoda Shi; Dong Xing; Xinfang Xu; Wenhao Hu

doi:10.1002/adsc.201801497

3 Rhodium(II)-catalyzed formal [4+1]-cycloaddition of 4 pyridotriazoles and propargyl alcohols: Synthesis of 2,5-5 6 dihydrofurans 7

Xinxin Lv, Haijian Yang, Taoda Shi, Dong Xing, Xinfang Xu, Wenhao Hu

School of Chemistry and Molecular Engineering

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

24 Scopus citations

Abstract

A rhodium-catalyzed formal [4+1]-cy-cloaddition of pyridotriazoles and aryl propargyl alcohols is reported, providing an effective access to 2-pyridyl-substituted 2,5-dihydrofuran derivatives in moderate to high yields. Mechanistically, the proposed oxonium ylide intermediate in this catalytic alkyne carbocyclization transformation is verified by an interception experiment for the first time.

Original language	English
Pages (from-to)	1265-1270
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	361
Issue number	6
DOIs	https://doi.org/10.1002/adsc.201801497
State	Published - 15 Mar 2019

Keywords

2,5-Dihydrofuran
Oxonium ylide
Pyridotriazoles
Rhodium Car-bene
[4+1]-Cycloaddition

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10.1002/adsc.201801497

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title = "3 Rhodium(II)-catalyzed formal [4+1]-cycloaddition of 4 pyridotriazoles and propargyl alcohols: Synthesis of 2,5-5 6 dihydrofurans 7",

abstract = "A rhodium-catalyzed formal [4+1]-cy-cloaddition of pyridotriazoles and aryl propargyl alcohols is reported, providing an effective access to 2-pyridyl-substituted 2,5-dihydrofuran derivatives in moderate to high yields. Mechanistically, the proposed oxonium ylide intermediate in this catalytic alkyne carbocyclization transformation is verified by an interception experiment for the first time.",

keywords = "2,5-Dihydrofuran, Oxonium ylide, Pyridotriazoles, Rhodium Car-bene, [4+1]-Cycloaddition",

author = "Xinxin Lv and Haijian Yang and Taoda Shi and Dong Xing and Xinfang Xu and Wenhao Hu",

note = "Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2019",

month = mar,

day = "15",

doi = "10.1002/adsc.201801497",

language = "英语",

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journal = "Advanced Synthesis and Catalysis",

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T1 - 3 Rhodium(II)-catalyzed formal [4+1]-cycloaddition of 4 pyridotriazoles and propargyl alcohols

T2 - Synthesis of 2,5-5 6 dihydrofurans 7

AU - Lv, Xinxin

AU - Yang, Haijian

AU - Shi, Taoda

AU - Xing, Dong

AU - Xu, Xinfang

AU - Hu, Wenhao

PY - 2019/3/15

Y1 - 2019/3/15

N2 - A rhodium-catalyzed formal [4+1]-cy-cloaddition of pyridotriazoles and aryl propargyl alcohols is reported, providing an effective access to 2-pyridyl-substituted 2,5-dihydrofuran derivatives in moderate to high yields. Mechanistically, the proposed oxonium ylide intermediate in this catalytic alkyne carbocyclization transformation is verified by an interception experiment for the first time.

AB - A rhodium-catalyzed formal [4+1]-cy-cloaddition of pyridotriazoles and aryl propargyl alcohols is reported, providing an effective access to 2-pyridyl-substituted 2,5-dihydrofuran derivatives in moderate to high yields. Mechanistically, the proposed oxonium ylide intermediate in this catalytic alkyne carbocyclization transformation is verified by an interception experiment for the first time.

KW - 2,5-Dihydrofuran

KW - Oxonium ylide

KW - Pyridotriazoles

KW - Rhodium Car-bene

KW - [4+1]-Cycloaddition

UR - https://www.scopus.com/pages/publications/85071170508

U2 - 10.1002/adsc.201801497

DO - 10.1002/adsc.201801497

M3 - 文章

AN - SCOPUS:85071170508

SN - 1615-4150

VL - 361

SP - 1265

EP - 1270

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 6

ER -

3 Rhodium(II)-catalyzed formal [4+1]-cycloaddition of 4 pyridotriazoles and propargyl alcohols: Synthesis of 2,5-5 6 dihydrofurans 7

Abstract

Keywords

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