Rearrangement-cyclization of dialkyl(4-hydroxybut-2-ynyl)(3-phenylprop-2-enyl)ammonium bromides in the presence of aqueous alkali

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Dialkyl(4-hydroxybut-2-ynyl)(3-phenylprop-2-enyl) ammonium bromides in the presence of catalytic amounts of aqueous alkali do not undergo intramolecular [4+2] cyclization of the diene synthesis type, since 3-phenylprop-2-enyl group does not participate in the reaction as a diene fragment, and the initinal salts are formed again. In the presence of twofold amounts of aqueous alkali, contrary to our expectations, the salts undergo Stevens rearrangement with transfer of the reaction center in both the host and migrating groups, followed by intramolecular cyclization rather than intramolecular cyclization–recyclization.

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作者简介

H. Gevorgyan

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the NAS of the Republic of Armenia; National Polytechnic University of Armenia

编辑信件的主要联系方式.
Email: hasmikgevorgyan973@gmail.com
ORCID iD: 0009-0006-8615-5434

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the NAS of the Republic of Armenia, Institute of Organic Chemistry

亚美尼亚, prosp. Azatutyana, 26, Yerevan, 0014; st. Teryan 105, Yerevan, 0009

E. Chukhajian

Scientific and Technological Center of Organic and Pharmaceutical Chemistry of the NAS of the Republic of Armenia

Email: hasmikgevorgyan973@gmail.com
ORCID iD: 0000-0003-0666-3481

Institute of Organic Chemistry

亚美尼亚, prosp. Azatutyana, 26, Yerevan, 0014

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