TY - JOUR
T1 - N -Thiocyanato-dibenzenesulfonimide
T2 - A new electrophilic thiocyanating reagent with enhanced reactivity
AU - Li, Chengqiu
AU - Long, Pingliang
AU - Wu, Haopeng
AU - Yin, Hongquan
AU - Chen, Fu Xue
N1 - Publisher Copyright:
© 2019 The Royal Society of Chemistry.
PY - 2019
Y1 - 2019
N2 - A novel electrophilic thiocyanating reagent, N-thiocyanato-dibenzenesulfonimide, was prepared and exhibited enhanced electrophilicity with a wide scope of substrates. Thus, it reacted with activated aromatics such as phenols, indoles, anilines and anisoles without a catalyst giving the corresponding thicyanate derivatives in high yields, while TfOH for unactivated arenes and hetero aromatics and Zn(OTf)2 for ketones was used as the catalyst, respectively. It is noteworthy that internal alkenes and styrenes were bifunctionalized giving 1,2-amino thiocyanates in high yields.
AB - A novel electrophilic thiocyanating reagent, N-thiocyanato-dibenzenesulfonimide, was prepared and exhibited enhanced electrophilicity with a wide scope of substrates. Thus, it reacted with activated aromatics such as phenols, indoles, anilines and anisoles without a catalyst giving the corresponding thicyanate derivatives in high yields, while TfOH for unactivated arenes and hetero aromatics and Zn(OTf)2 for ketones was used as the catalyst, respectively. It is noteworthy that internal alkenes and styrenes were bifunctionalized giving 1,2-amino thiocyanates in high yields.
UR - http://www.scopus.com/inward/record.url?scp=85070071297&partnerID=8YFLogxK
U2 - 10.1039/c9ob01340g
DO - 10.1039/c9ob01340g
M3 - Article
C2 - 31309967
AN - SCOPUS:85070071297
SN - 1477-0520
VL - 17
SP - 7131
EP - 7134
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 30
ER -