22857-79-0Relevant articles and documents
Substituted Benzothietes: Synthesis and a Quantum Chemical Investigation of Their Cycloreversion Properties
Ahlburg, Nils L.,Velarde, Andres R.,Kieber-Emmons, Matthew T.,Jones, Peter G.,Werz, Daniel B.
supporting information, p. 4255 - 4260 (2020/06/04)
A flexible synthesis for highly substituted benzothietes that does not require flash-vacuum pyrolysis was developed. This allows for the use of a number of functional groups and nonvaporizable molecules. Highly stabilized derivatives were isolated. The molecular orbital properties of various benzothietes were evaluated by density functional methods. The mechanism of the cycloreversion of the four-membered ring was compared to that of the oxygen-containing analogues.
Novel Cyclization of S-(o-Acetylaryl) Dimethylthiocarbamates. A New Synthesis of 3-Hydroxybenzothiophenes and 2-Hydroxythiochromones
Lau, C.K.,Belanger, Patrice C.,Dufresne, C.,Scheigetz, J.
, p. 1670 - 1673 (2007/10/02)
The rearrangement of O-(o-acetylaryl) dimethylthiocarbamates to their corresponding S-aryl dimethylthiocarbamates, previously reported to be a very low yielding reaction, have been achieved in acceptable yields.The versatility of these intermediates is demonstrated by their transformation into different heterocyclic systems.Thus, when the resulting S-(acetylaryl) dimethylthiocarbamates are treated with base in the presence of air, they cyclize in a novel fashio to yield substituted N,N-dimethyl-3-hydroxybenzothiophene-2-carboxamides and substituted 2-hydroxythiochromones.In the absence of air, only the latter was formed.
