Silver salts and DBU cooperatively catalyzed domino reaction of propargylic alcohols with trifluoromethyl ketones: direct method to trifluoromethyl‐substituted 5‐alkylidene‐1,3‐dioxolane derivatives

A general and efficient synthesis of trifluoromethyl‐substituted 5‐alkylidene‐1,3‐dioxolanes using AgNO3 and DBU cooperatively catalyzed domino reaction of propargylic alcohols and trifluoromethyl ketones is described. The reaction tolerates a broad range of functional groups, and the desired produc...

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Bibliographic Details
Published in:Applied organometallic chemistry 2017-01, Vol.31 (1), p.np-n/a
Main Authors: Wang, Jingjing, Li, Feng, Xie, Huanping, Xu, Mengmeng, Zhao, Xiaobo, Liu, Lantao, Zhao, Wen‐Xian
Format: Article
Language:English
Subjects:
Acceptability
Alcohol
Alcohols
Alkylidene
Cascade chemical reactions
Chemical synthesis
Chemistry
DBU
Derivatives
domino reaction
Functional groups
Ketones
Organometallic compounds
propargylic alcohols
silver salts
Synthesis (chemistry)
trifluoromethyl ketones
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Summary:A general and efficient synthesis of trifluoromethyl‐substituted 5‐alkylidene‐1,3‐dioxolanes using AgNO3 and DBU cooperatively catalyzed domino reaction of propargylic alcohols and trifluoromethyl ketones is described. The reaction tolerates a broad range of functional groups, and the desired products are obtained in good to excellent yields (62–99%) with acceptable diastereoselectivities. Copyright © 2016 John Wiley & Sons, Ltd. A general and efficient synthesis of trifluoromethyl‐substituted 5‐alkylidene‐1,3‐dioxolanes using AgNO3 and DBU cooperatively catalyzed domino reaction of propargylic alcohols and trifluoromethyl ketones is described. The reaction tolerates a broad range of functional groups, and the desired products are obtained in good to excellent yields (62–99%) with acceptable diastereoselectivities.
ISSN:0268-2605
1099-0739
DOI:10.1002/aoc.3545