Chemistry
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29 may 2017 11:02:26 |
| Regioselective (thio)carbamoylation of 2,7-di-tert-butylpyrene at the 1-position with iso(thio)cyanates (Beilstein Journal of Organic Chemistry) |
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Tweet Abstract
It has been found that 2,7-di-tert-butylpyrene reacts with aliphatic iso(thio)cyanates in the presence of trifluoromethanesulfonic acid to exclusively afford the corresponding 1-substituted (thio)amides in high yields. For aromatic iso(thio)cyanates the reaction is less regioselective, although substitution at the 1-position prevails. For ethoxycarbonyl isothiocyanate, apart from the 1-substituted thioamide, 1,8-disubstituted thioamide and 2,7-di-tert-butylpyrene-1-carbonitrile are formed (especially at longer reaction times).
Beilstein J. Org. Chem. 2017, 13, 1032–1038. doi:10.3762/bjoc.13.102 |
| 98 viewsCategory: Chemistry |
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