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1.
Org Lett ; 25(47): 8489-8494, 2023 Dec 01.
Article in English | MEDLINE | ID: mdl-37966853

ABSTRACT

A new electrophilic trifluoromethylselenolation reagent, N-trifluoromethylselenophthalimide (Phth-SeCF3), was developed. A strategy for the synthesis of 4-trifluoromethylselenolated isoxazoles through electrophilic trifluoromethylselenolation cyclization has been established by using Phth-SeCF3 as an electrophilic reagent. Moreover, this protocol has the features of broad substrate scope, good functional group tolerance, and high yields.

2.
J Org Chem ; 87(19): 13089-13101, 2022 10 07.
Article in English | MEDLINE | ID: mdl-36170059

ABSTRACT

A practical strategy for the synthesis of spiro[5.5]trienones-fused selenocyanates and spiro[4.5]trienones-fused selenocyanates through electrophilic selenocyanogen cyclization and dearomative spirocyclization is reported. This approach was conducted under mild conditions with broad substrate scope and good functional group tolerance. The utility of this procedure is exhibited in the late-stage functionalization of nature product and drug molecules.


Subject(s)
Spiro Compounds , Cyanates , Cyclization , Molecular Structure , Selenium Compounds , Spiro Compounds/chemistry
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