CYCLIZATION OF 1-ARYL-5-PHENYLPENT-4-EN-2-YN-1-ONES TO 2,3-DIHYDROPYRAN-2-ONES IN TRIFLUOROMETHANESULFONIC ACID

Authors

  • Анна С. Заливацкая Saint Petersburg State Forest Technical University, 5 Institutskiy Pereulok, Saint Petersburg 194021
  • Александр А. Голованов Institute of Chemistry, Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034 Institute of Chemistry, Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034
  • Александр В. Васильев Saint Petersburg State Forest Technical University, 5 Institutskiy Pereulok, Saint Petersburg 194021 Institute of Chemistry, Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034

DOI:

https://doi.org/10.1007/5838

Keywords:

conjugated enynones, dihydropyranones, trifluoromethanesulfonic acid, carbocations, cyclization

Abstract

Under the action of an excess of trifluoromethanesulfonic acid, 1-aryl-5-phenylpent-4-en-2-yn-1-ones cyclize intramolecularly to 6-aryl-2-phenyl-2,3-dihydropyran-4-ones. The reaction proceeds at room temperature for 1 h with 50–60% yields.

Authors: Anna S. Zalivatskaya, Aleksander А. Golovanov, Aleksander V. Vasilyev*

Author Biography

Александр В. Васильев, Saint Petersburg State Forest Technical University, 5 Institutskiy Pereulok, Saint Petersburg 194021 Institute of Chemistry, Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034

зав. кафедрой органической химии Санкт-Петербургского государственного лесотехнического университета,

профессор кафедры органической химии Санкт-Петербургского государственного университета

Downloads

Published

2020-08-20

Issue

Vol. 56 No. 7 (2020): Synthesis and transformations of heterocycles under electrophilic conditions

Section

Short Communications