SYNTHESIS OF ANTIAROMATIC THIAZINOINDOLIZINES BASED ON ELECTROPHILIC CYCLIZATIONS OF INDOLIZINE-5-THIONE

Authors

  • Евгений В. Бабаев Lomonosov Moscow State University, 1, Build. 3, Moscow 119992, Russia N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991
  • Александра А. Невская Lomonosov Moscow State University, 1, Build. 3, Moscow 119992, Russia
  • Илья В. Длинных Lomonosov Moscow State University, 1, Build. 3, Moscow 119992, Russia
  • Виктор Б. Рыбаков Lomonosov Moscow State University, 1, Build. 3, Moscow 119992, Russia

DOI:

https://doi.org/10.1007/5800

Keywords:

thiazino[4, 3, 2-cd]indolizine, thioethers, 5-thioxo-3, 5-dihydroindolizine, alkylation, cyclization, X-ray structural analysis

Abstract

Alkylation of indolizinethione at the sulfur atom by the action of RCOCH2Br (R = Me, Ar, CO2Me, OEt) leads to thioethers, and subsequent closure of the thiazine ring of which leads to the formation of stable antiaromatic thiazino[4,3,2-cd]indolizines.

Authors: Eugene V. Babaev*, Aleksandra А. Nevskaya, Ilya V. Dlynnikh, Victor B. Rybakov

Downloads

Published

2020-08-20

Issue

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

Section

Original Papers