%0 Journal Article
%T Rhodium Catalyzed [2¦Ð + 2¦Ð + 2¦Ð]-Cycloaddition of Alkynyl-Ynamides and Carbon Disulfide to Indolo-Thiopyrane Thiones
%A Benjamin Dassonneville
%A Felix Hinkel
%A Heiner Detert
%J International Journal of Organic Chemistry
%P 16-39
%@ 2161-4695
%D 2023
%I Scientific Research Publishing
%R 10.4236/ijoc.2023.131003
%X The synthesis of new indoloannulated thiopyranethiones is reported. The key-step is a rhodium-catalyzed [2 + 2 + 2]-cycloaddition of alkynyl-ynamides with carbon disulfide to close the pyrrole and the thiopyranethione rings simultaneously. A violet idolothiopyrane thione or a mixture of the violet and a red isomer result from [RhCl(C<sub>8</sub>H<sub>14</sub>)<sub>2</sub>]<sub>2</sub>/3BINAP catalyzed cycloadditions, the regiochemistry is controlled by the substitution pattern on the alkynyl-ynamide.
%K Cycloaddition
%K Heterocycles
%K Rhodium
%K Sulfur
%K Alkyne
%U http://www.scirp.org/journal/PaperInformation.aspx?PaperID=123663