Hetero-Diels–Alder reactions of hetaryl and aryl thioketones with acetylenic dienophiles
2015 ◽
Vol 11
◽
pp. 576-582
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Keyword(s):
Selected hetaryl and aryl thioketones react with acetylenecarboxylates under thermal conditions in the presence of LiClO4 or, alternatively, under high-pressure conditions (5 kbar) at room temperature yielding thiopyran derivatives. The hetero-Diels–Alder reaction occurs in a chemo- and regioselective manner. The initially formed [4 + 2] cycloadducts rearrange via a 1,3-hydrogen shift sequence to give the final products. The latter were smoothly oxidized by treatment with mCPBA to the corresponding sulfones.
2007 ◽
Vol 20
(2)
◽
pp. 109-114
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1980 ◽
Vol 102
(22)
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pp. 6893-6894
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2015 ◽
Vol 11
◽
pp. 169-173
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Keyword(s):
2019 ◽
Vol 6
(4)
◽
pp. 045701
◽
Keyword(s):
1993 ◽
pp. 2773-2776
◽
Keyword(s):
1994 ◽
pp. 1433-1437
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Keyword(s):