Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 14, Issue -, Pages 1834-1839Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.14.156
Keywords
hetero-Diels-Alder reactions; quinone dynes; quinones; sulfur heterocycles; thiochalcones
Categories
Funding
- National Science Center (NCN, Poland) [2012/06A/ST5/00219]
Ask authors/readers for more resources
Aryl and hetaryl thiochalcones react smoothly with 1,4-quinones in THF solution at 60 degrees C yielding the corresponding fused 4H-thiopyrans after spontaneous dehydrogenation of the initially formed [4 + 2] cycloadducts. In general, the yields of the isolated products were high. With 5-chloro-10-hydroxy-1,4-anthraquinone, the thia-Diels-Alder reaction occurred with complete regioselectivity. In the case of the reaction of vitamin K-3 (menadione) with diphenylthiochalcone, the initial cycloadduct was isolated in 37% yield.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available