An efficient method to construct 2-vinylidenyl cyclobutanone derivatives and its structural determination

Yu Xin Zhang; Lin Guo; Ya Hui Wang; Li Li Zhu; Zi Li Chen

doi:10.1080/15533171003766485

An efficient method to construct 2-vinylidenyl cyclobutanone derivatives and its structural determination

Yu Xin Zhang^*
, Lin Guo
, Ya Hui Wang
, Li Li Zhu
, Zi Li Chen

^*Corresponding author for this work

School of Chemistry

Beihang University
Renmin University of China

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

9 Scopus citations

Abstract

2-Vinylidenyl cyclobutanone derivatives 5 can be readily synthesized from the dialkynyl cyclopropanols 4 through a consecutive process of 1,6-diynes carbocyclization and ring enlargement of cyclopropnaol unit by using AuCl(PPh3)/AgPF6 as catalyst in DCE at rt. The structure of compound 5a was identified to a 2-vinylidenyl cyclobutanone by X-ray crystallographic analysis. The unit cell has monoclinic P2(1)/c symmetry with the cell parameters a = 10.919(2) Å, b = 17.508(4) Å, c = 7.9219(16) Å, and Z = 4.

Original language	English
Pages (from-to)	241-245
Number of pages	5
Journal	Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry
Volume	40
Issue number	4
DOIs	https://doi.org/10.1080/15533171003766485
State	Published - Apr 2010

Keywords

AuCl(PPh3) Catalys
Diynes cycloisomerization
Vinylidenyl cyclobutanone

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10.1080/15533171003766485

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title = "An efficient method to construct 2-vinylidenyl cyclobutanone derivatives and its structural determination",

abstract = "2-Vinylidenyl cyclobutanone derivatives 5 can be readily synthesized from the dialkynyl cyclopropanols 4 through a consecutive process of 1,6-diynes carbocyclization and ring enlargement of cyclopropnaol unit by using AuCl(PPh3)/AgPF6 as catalyst in DCE at rt. The structure of compound 5a was identified to a 2-vinylidenyl cyclobutanone by X-ray crystallographic analysis. The unit cell has monoclinic P2(1)/c symmetry with the cell parameters a = 10.919(2) {\AA}, b = 17.508(4) {\AA}, c = 7.9219(16) {\AA}, and Z = 4.",

keywords = "AuCl(PPh3) Catalys, Diynes cycloisomerization, Vinylidenyl cyclobutanone",

author = "Zhang, \{Yu Xin\} and Lin Guo and Wang, \{Ya Hui\} and Zhu, \{Li Li\} and Chen, \{Zi Li\}",

year = "2010",

month = apr,

doi = "10.1080/15533171003766485",

language = "英语",

volume = "40",

pages = "241--245",

journal = "Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry",

issn = "1553-3174",

publisher = "Taylor \& Francis Group LLC",

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TY - JOUR

T1 - An efficient method to construct 2-vinylidenyl cyclobutanone derivatives and its structural determination

AU - Zhang, Yu Xin

AU - Guo, Lin

AU - Wang, Ya Hui

AU - Zhu, Li Li

AU - Chen, Zi Li

PY - 2010/4

Y1 - 2010/4

N2 - 2-Vinylidenyl cyclobutanone derivatives 5 can be readily synthesized from the dialkynyl cyclopropanols 4 through a consecutive process of 1,6-diynes carbocyclization and ring enlargement of cyclopropnaol unit by using AuCl(PPh3)/AgPF6 as catalyst in DCE at rt. The structure of compound 5a was identified to a 2-vinylidenyl cyclobutanone by X-ray crystallographic analysis. The unit cell has monoclinic P2(1)/c symmetry with the cell parameters a = 10.919(2) Å, b = 17.508(4) Å, c = 7.9219(16) Å, and Z = 4.

AB - 2-Vinylidenyl cyclobutanone derivatives 5 can be readily synthesized from the dialkynyl cyclopropanols 4 through a consecutive process of 1,6-diynes carbocyclization and ring enlargement of cyclopropnaol unit by using AuCl(PPh3)/AgPF6 as catalyst in DCE at rt. The structure of compound 5a was identified to a 2-vinylidenyl cyclobutanone by X-ray crystallographic analysis. The unit cell has monoclinic P2(1)/c symmetry with the cell parameters a = 10.919(2) Å, b = 17.508(4) Å, c = 7.9219(16) Å, and Z = 4.

KW - AuCl(PPh3) Catalys

KW - Diynes cycloisomerization

KW - Vinylidenyl cyclobutanone

UR - https://www.scopus.com/pages/publications/77952401158

U2 - 10.1080/15533171003766485

DO - 10.1080/15533171003766485

M3 - 文章

AN - SCOPUS:77952401158

SN - 1553-3174

VL - 40

SP - 241

EP - 245

JO - Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry

JF - Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry

IS - 4

ER -

An efficient method to construct 2-vinylidenyl cyclobutanone derivatives and its structural determination

Abstract

Keywords

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