Abstract:
The reaction distyryl thioketone with donor alkenes (norbornene and styrene) gives adducts of the hetero-Diels–Alder reaction. In the case of maleic acid derivatives, a tandem reaction occurs which leads to polycyclic derivatives of 3,4-dihydro-2H-thiopyran. The stereochemical features of the ongoing transformations were examined.
Citation:
E. A. Merkulova, A. V. Kolobov, K. A. Lyssenko, V. G. Nenajdenko, “Diene-transmissive hetero-Diels–Alder reaction of distyryl thioketone”, Mendeleev Commun., 32:3 (2022), 384–385
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https://www.mathnet.ru/eng/mendc672
https://www.mathnet.ru/eng/mendc/v32/i3/p384
This publication is cited in the following 5 articles:
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Jackson S. Henneveld, Farshad Shiri, Alireza Ariafard, Nigel T. Lucas, Alex C. Bissember, Bill C. Hawkins, “Dipole‐Transmissive 1,3‐Dipolar Cycloadditions for the Rapid Construction of Polycyclic N‐Heterocycles: Synthetic and Mechanistic Investigations”, Chemistry A European J, 29:42 (2023)
G. N. Kadikova, E. S. Meshcheryakova, L. M. Khalilov, “[4 + 2]-Cycloaddition of maleic anhydride to substituted cycloheptatrienes for the synthesis of novel 4-oxatetracyclo[5.3.2.02,6.08,10]dodec-11-ene-3,5-diones”, Mendeleev Commun., 33:6 (2023), 847–849
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