Silver salts and DBU cooperatively catalyzed nucleophilic addition/cyclization of propargylic alcohols with trifluoromethyl ketones

2015 ◽  
Vol 13 (19) ◽  
pp. 5399-5406 ◽  
Author(s):  
Jingjing Wang ◽  
Wei-Guang Kong ◽  
Feng Li ◽  
Jie Liu ◽  
Qin Shen ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Silver Salt ◽  
Efficient Synthesis ◽  
Propargylic Alcohols ◽  
Trifluoromethyl Ketones ◽  
Silver Salts

A general and efficient synthesis of trifluoromethyl substituted 5-alkylidene-1,3-dioxolane using a silver salt and DBU cooperatively catalyzed nucleophilic addition/cyclization of propargylic alcohols and trifluoromethyl ketones is described.

ChemInform Abstract: Silver Salts and DBU Cooperatively Catalyzed Nucleophilic Addition/Cyclization of Propargylic Alcohols with Trifluoromethyl Ketones.

ChemInform ◽  
2015 ◽  
Vol 46 (36) ◽  
pp. no-no
Author(s):  
Jingjing Wang ◽  
Wei-Guang Kong ◽  
Feng Li ◽  
Jie Liu ◽  
Qin Shen ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Propargylic Alcohols ◽  
Trifluoromethyl Ketones ◽  
Silver Salts

Design, synthesis and evaluation of structurally diverse ortho-acylphenol-diindolylmethane hybrids as anticancer agents

2022 ◽  
Author(s):  
Zhi-Gang Yin ◽  
Xiong-Wei Liu ◽  
Hui-Juan Wang ◽  
Min Zhang ◽  
Xiong-Li Liu ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Anticancer Agents ◽  
Nucleophilic Addition ◽  
Ring Opening ◽  
Building Blocks ◽  
Efficient Synthesis ◽  
Design Synthesis ◽  
Pyrone Ring ◽  
Ring Opening Reaction ◽  
First Time

A highly efficient synthesis of structurally diverse ortho-acylphenol–diindolylmethane hybrids 3 using carboxylic acid-activated chromones as versatile synthetic building blocks is reported here for the first time, through 1,4-nucleophilic addition and followed by a decarboxylation and pyrone ring opening reaction process.

Efficient Synthesis and Antibacterial Activities of Some Novel 1,2,3-Triazoles Prepared from Propargylic Alcohols and Benzyl Azides

2014 ◽  
Vol 51 (5) ◽  
pp. 1298-1305 ◽  
Author(s):  
Rahman Hosseinzadeh ◽  
Mohammadreza Khadem Abolfazli ◽  
Mojtaba Mohseni ◽  
Maryam Mohadjerani ◽  
Zahra Lasemi
Keyword(s):  
Antibacterial Activities ◽  
Efficient Synthesis ◽  
Propargylic Alcohols

Efficient Synthesis of O-tert-Propargylic Oximes via Nicholas Reaction

Synthesis ◽  
2020 ◽  
Vol 52 (22) ◽  
pp. 3461-3465
Author(s):  
Itaru Nakamura ◽  
Keigo Shiga ◽  
Mao Suzuki ◽  
Masahiro Terada
Keyword(s):  
Ammonium Nitrate ◽  
Efficient Synthesis ◽  
Propargylic Alcohols ◽  
Cyclic Nitrones ◽  
Acidic Catalysts ◽  
Nicholas Reaction ◽  
High Yields ◽  
Dicobalt Hexacarbonyl ◽  
Cerium Iv Ammonium Nitrate

A synthetic protocol to access O-tert-propargylic oximes derived from tertiary propargylic alcohols was established via Nicholas reaction. Thus, BF3·OEt2-mediated reaction between the dicobalt hexacarbonyl complex of tert-propargylic alcohols and p-nitrobenzaldoxime followed by decomplexation with cerium(IV) ammonium nitrate afforded the corresponding O-tert-propargylic oximes in good to high yields. The obtained O-tert-propargylic oximes were effectively converted into heterocycles, such as four-membered cyclic nitrones, oxazepines, and isoxazolines, by using π-Lewis acidic catalysts.

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