Regioselective formal hydroamination of styrenes with 1-phenyl-1H-tetrazole-5-thiol.
Org Lett
; 16(17): 4349-51, 2014 Sep 05.
Article
em En
| MEDLINE
| ID: mdl-25133951
ABSTRACT
1-Phenyl-1H-tetrazole-5-thiol 1 (PT-thiol) is employed in a unique Markovnikov-selective formal hydroamination of styrenyl compounds in the presence of catalytic amounts of Ga(OTf)3. This gives rise to the formation of tetrazolothione moieties in an atom-economical manner. Mechanistically, we have determined that this transformation may occur by kinetically favored hydrothiolation, followed by rearrangement to the observed hydroamination products.
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MEDLINE
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En
Ano de publicação:
2014
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Article