4-Aminophenyldiphenylphosphinite (APDPP), a new heterogeneous and acid scavenger phosphinite — Conversion of alcohols, trimethylsilyl, and tetrahydropyranyl ethers to alkyl halides with halogens or N-halosuccinimides

2006 ◽  
Vol 84 (7) ◽  
pp. 1006-1012 ◽  
Author(s):  
Nasser Iranpoor ◽  
Habib Firouzabadi ◽  
Mohammad Gholinejad
Keyword(s):  
Trimethylsilyl Ether ◽  
Alkyl Halide ◽  
Alkyl Halides ◽  
Amino Group ◽  
Efficient Conversion ◽  
Trimethylsilyl Ethers ◽  
Simple Filtration ◽  
Tetrahydropyranyl Ether ◽  
Conversion Of Alcohols

A new heterogeneous phosphinite, 4-aminophenyldiphenylphosphinite (APDPP), is prepared and used for the efficient conversion of alcohols, trimethylsilyl ethers, and tetrahydropyranyl ethers to their corresponding bromides, iodides, and chlorides in the presence of molecular halogens or N-halosuccinimides. The amino group in this phosphinite acts as an acid scavenger and removes the produced acid. A simple filtration easily removes the phosphinate by-product.Key words: 4-aminophenyldiphenylphosphinite, alcohol, trimethylsilyl ether, tetrahydropyranyl ether, alkyl halide.

Efficient dehydrative alkylation of thiols with alcohols catalyzed by alkyl halides

2017 ◽  
Vol 15 (45) ◽  
pp. 9638-9642 ◽  
Author(s):  
Yaqi Yang ◽  
Zihang Ye ◽  
Xu Zhang ◽  
Yipeng Zhou ◽  
Xiantao Ma ◽  
...  
Keyword(s):  
Transition Metal ◽  
Alkyl Halide ◽  
Alkyl Halides ◽  
Alkylation Reaction

Alcohols can be efficiently converted into thioethers by a transition metal- and base-free alkyl halide-catalyzed S-alkylation reaction with thiols or disulfides.

Binding of alkyl halides in water-soluble cavitands with urea rims

2018 ◽  
Vol 42 (12) ◽  
pp. 9945-9948 ◽  
Author(s):  
Yang Yu ◽  
Yong-Sheng Li ◽  
Julius Rebek
Keyword(s):  
Alkyl Halide ◽  
Alkyl Halides ◽  
Water Soluble

Alkyl halide guests in cavitands move rapidly and maintain halide to contact with the aryl surfaces of the host.

Efficient Conversion of Alkyl Halides to Aldehydes Using Pyrazinylsulfinyl Group

Heterocycles ◽  
1988 ◽  
Vol 27 (7) ◽  
pp. 1643 ◽  
Author(s):  
Akihiro Ohta ◽  
Makoto Shimazaki ◽  
Takako Nakanishi ◽  
Minoru Mochizuki
Keyword(s):  
Alkyl Halides ◽  
Efficient Conversion

scholarly journals One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger–aza-Wittig reaction

2013 ◽  
Vol 9 ◽  
pp. 2378-2386 ◽  
Author(s):  
Diego Carnaroglio ◽  
Katia Martina ◽  
Giovanni Palmisano ◽  
Andrea Penoni ◽  
Claudia Domini ◽  
...  
Keyword(s):  
Wittig Reaction ◽  
Scale Up ◽  
Alkyl Halides ◽  
Secondary Amines ◽  
Nucleophilic Substitutions ◽  
One Pot ◽  
Urea Derivatives ◽  
Step Process ◽  
Microwave Assisted ◽  
Simple Filtration

A fast and efficient protocol for the synthesis of N,N'-disubstituted urea derivatives from alkyl halides and primary or secondary amines has been developed. The synthetic pathway combines nucleophilic substitutions and a Staudinger–aza-Wittig reaction in the presence of polymer-bound diphenylphosphine under 14 bar of CO2 pressure and has been performed in a one-pot two-step process. The protocol has been optimized under microwave irradiation and the scale-up experiment has been conducted under conventional conditions in a Parr reactor. The final compounds were isolated after simple filtration in almost quantitative overall yields which makes this procedure facile and rapid to execute.

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