Copper‐Catalyzed Remote Direct Thiocyanation of Alkyl C(sp3)−H Bonds

A method for site‐selective intermolecular C(sp3)−H thiocyanation of aliphatic sulfonamides is developed using cheap trimethylsilyl isothiocyanate (TMSNCS) as the thiocyanation reagent, catalyzed by simple Cu(I)/phenanthroline complex. The mild, and modular protocol allows remote C(sp3)−H thiocyanat...

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Veröffentlicht in:	Advanced synthesis & catalysis 2020-09, Vol.362 (18), p.3851-3856
Hauptverfasser:	Wang, Qian, Tian, Peiyuan, Cao, Zhong‐Yan, Zhang, Hongwei, Jiang, Cuiyu
Format:	Artikel
Sprache:	eng
Schlagworte:	1,5-hydrogen atom transfer Aliphatic compounds alkyl C(sp3)−H activation Copper copper catalysis Reagents Substrates Sulfonamides thiocyanation
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Beschreibung
Zusammenfassung:	A method for site‐selective intermolecular C(sp3)−H thiocyanation of aliphatic sulfonamides is developed using cheap trimethylsilyl isothiocyanate (TMSNCS) as the thiocyanation reagent, catalyzed by simple Cu(I)/phenanthroline complex. The mild, and modular protocol allows remote C(sp3)−H thiocyanation in promising yields with a broad substrate scope.
ISSN:	1615-4150 1615-4169
DOI:	10.1002/adsc.202000754