Cyclopropanation of Fluorinated Sulfur Ylides with 1-Azadienes: Facile Synthesis of CF3-Substituted Spiro Scaffolds

Tao Chen; Ye Zhang; Zhenqian Fu; Wei Huang

doi:10.1002/ajoc.201900651

Cyclopropanation of Fluorinated Sulfur Ylides with 1-Azadienes: Facile Synthesis of CF₃-Substituted Spiro Scaffolds

Tao Chen
, Ye Zhang
, Zhenqian Fu
, Wei Huang

Institute of Flexible Electronics

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

18 Scopus citations

Abstract

An efficient strategy for the synthesis of CF₃-substituted spiro scaffolds has been developed via cyclopropanation of fluorinated sulfur ylides with 1-azadienes under mild conditions. A structurally diverse set of spiro benzofuranylidene cyclopropanes and spiro indenylidene cyclopropanes have been constructed in good to excellent yields with good to excellent diastereoselectivities.

Original language	English
Pages (from-to)	2175-2179
Number of pages	5
Journal	Asian Journal of Organic Chemistry
Volume	8
Issue number	12
DOIs	https://doi.org/10.1002/ajoc.201900651
State	Published - 1 Dec 2019

Keywords

1-Azadienes
CF-Substituted Spiro Scaffolds
CF-substituted cyclopropanes
Cyclopropanation
Fluorinated Sulfur Ylides

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10.1002/ajoc.201900651

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title = "Cyclopropanation of Fluorinated Sulfur Ylides with 1-Azadienes: Facile Synthesis of CF3-Substituted Spiro Scaffolds",

abstract = "An efficient strategy for the synthesis of CF3-substituted spiro scaffolds has been developed via cyclopropanation of fluorinated sulfur ylides with 1-azadienes under mild conditions. A structurally diverse set of spiro benzofuranylidene cyclopropanes and spiro indenylidene cyclopropanes have been constructed in good to excellent yields with good to excellent diastereoselectivities.",

keywords = "1-Azadienes, CF-Substituted Spiro Scaffolds, CF-substituted cyclopropanes, Cyclopropanation, Fluorinated Sulfur Ylides",

author = "Tao Chen and Ye Zhang and Zhenqian Fu and Wei Huang",

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

year = "2019",

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doi = "10.1002/ajoc.201900651",

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T1 - Cyclopropanation of Fluorinated Sulfur Ylides with 1-Azadienes

T2 - Facile Synthesis of CF3-Substituted Spiro Scaffolds

AU - Chen, Tao

AU - Zhang, Ye

AU - Fu, Zhenqian

AU - Huang, Wei

PY - 2019/12/1

Y1 - 2019/12/1

N2 - An efficient strategy for the synthesis of CF3-substituted spiro scaffolds has been developed via cyclopropanation of fluorinated sulfur ylides with 1-azadienes under mild conditions. A structurally diverse set of spiro benzofuranylidene cyclopropanes and spiro indenylidene cyclopropanes have been constructed in good to excellent yields with good to excellent diastereoselectivities.

AB - An efficient strategy for the synthesis of CF3-substituted spiro scaffolds has been developed via cyclopropanation of fluorinated sulfur ylides with 1-azadienes under mild conditions. A structurally diverse set of spiro benzofuranylidene cyclopropanes and spiro indenylidene cyclopropanes have been constructed in good to excellent yields with good to excellent diastereoselectivities.

KW - 1-Azadienes

KW - CF-Substituted Spiro Scaffolds

KW - CF-substituted cyclopropanes

KW - Cyclopropanation

KW - Fluorinated Sulfur Ylides

UR - https://www.scopus.com/pages/publications/85075353046

U2 - 10.1002/ajoc.201900651

DO - 10.1002/ajoc.201900651

M3 - 文章

AN - SCOPUS:85075353046

SN - 2193-5807

VL - 8

SP - 2175

EP - 2179

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 12

ER -

Cyclopropanation of Fluorinated Sulfur Ylides with 1-Azadienes: Facile Synthesis of CF₃-Substituted Spiro Scaffolds

Abstract

Keywords

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