Dehydrochlorination of 1-(2-chloroethyl)azoles in aqueous solution of N-methylmorpholine N-oxide

Zakaryan, G. B.; Hayotsyan, S. S.; Attaryan, H. S.; Hasratyan, G. V.

doi:10.1134/s1070363216020377

Cited by 3 publications

(1 citation statement)

References 5 publications

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“…Another non-atom economic strategy, elimination, is based on a two-step sequence, which is carried out under basic conditions ( Scheme 1 , route c). The Clemo-Perkin method [ 18 ] and dehydrohalogenation in the presence of phase transfer catalyst [ 19 ] lead to N -vinyl derivatives of indoles [ 20 ], carbazoles [ 21 ], imidazoles [ 22 ], pyrazoles, triazoles, or tetrazoles [ 23 ] and nitrogenous bases [ 24 ]. Several other transformations leading to N -vinyl derivatives, such as dehydrogenation [ 25 ], ethylene insertion [ 26 ], and amine/aldehyde condensation could be also mentioned [ 27 ].…”

Section: Introductionmentioning

confidence: 99%

Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials

2018

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We developed a simple and efficient strategy to access N-vinyl secondary amines of various naturally occurring materials using readily available solid acetylene reagents (calcium carbide, KF, and KOH). Pyrrole, pyrazole, indoles, carbazoles, and diarylamines were successfully vinylated in good yields. Cross-linked and linear polymers were synthesized from N-vinyl carbazoles through free radical and cationic polymerization. Post-modification of olanzapine (an antipsychotic drug substance) was successfully performed.

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Section: Introductionmentioning

confidence: 99%

Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials

2018

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A Regioselective Synthesis of 5-chloro-1-vinyl- and 3-alkenyl-5-chloro-1H-pyrazoles

Kobelevskaya

Ларина²,

Попов³

2022

Chem Heterocycl Comp

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Methods for the synthesis of O-, S- and N-vinyl derivatives

Ledovskaya¹,

Voronin²,

Rodygin³

2018

Russ. Chem. Rev.

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The currently known methods for the preparation of vinyl ethers, vinyl sulfides and enamines are analyzed and described systematically. The published data on the reactions of alcohols, thiols and various nitrogen-containing compounds with acetylene, resulting in the corresponding vinyl derivatives, are considered. The attention is focused on the application of convenient acetylene sources. Other modern approaches to the synthesis of vinyl derivatives are described in detail, including vinyl exchange and metathesis reactions, various types of cross-coupling and cleavage of organic compounds. Some specific synthetic routes to vinyl ethers, vinyl sulfides and enamines are presented in the last Section. The bibliography includes 262 references.

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Dehydrochlorination of 1-(2-chloroethyl)azoles in aqueous solution of N-methylmorpholine N-oxide

Cited by 3 publications

References 5 publications

Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials

Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials

A Regioselective Synthesis of 5-chloro-1-vinyl- and 3-alkenyl-5-chloro-1H-pyrazoles

Methods for the synthesis of O-, S- and N-vinyl derivatives

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