TY - JOUR
T1 - 基于N-肉桂基磺酰胺的环化硫氰化合成3, 4-二取代的1, 2, 3, 4-四氢喹啉硫氰酸酯
AU - Chen, Fuxue
AU - Yuan, Lexia
AU - Qiu, Jiashen
AU - Wu, Di
AU - Yin, Hongquan
N1 - Publisher Copyright:
© 2021, Editorial Department of Transaction of Beijing Institute of Technology. All right reserved.
PY - 2021/5
Y1 - 2021/5
N2 - Compounds containing other important functional groups can be synthesized by the functionalization conversion reactions of olefins, such as halogenated compounds, sulfur trifluoromethyl compounds and selenophenyl compounds.It is difficult to synthesize thiocyanates based on the formation of new C-C bonds from olefins.In this study, a thiocyanation-cyclization method of N-cinnamyl sulfonamides was developed to prepare 3, 4-disubstituted 1, 2, 3, 4-tetrahydroquinoline thiocyanates by constructing a new C-C bond in hexafluoroisopropanol (HFIP) with zinc chloride existence.The reaction conditions were mildly arranged with high yield and high regio-selectivity, and a new free radical mechanism was proposed based on the newly discovered cationic thiocyano reagent (N-thiocyanosaccharin).
AB - Compounds containing other important functional groups can be synthesized by the functionalization conversion reactions of olefins, such as halogenated compounds, sulfur trifluoromethyl compounds and selenophenyl compounds.It is difficult to synthesize thiocyanates based on the formation of new C-C bonds from olefins.In this study, a thiocyanation-cyclization method of N-cinnamyl sulfonamides was developed to prepare 3, 4-disubstituted 1, 2, 3, 4-tetrahydroquinoline thiocyanates by constructing a new C-C bond in hexafluoroisopropanol (HFIP) with zinc chloride existence.The reaction conditions were mildly arranged with high yield and high regio-selectivity, and a new free radical mechanism was proposed based on the newly discovered cationic thiocyano reagent (N-thiocyanosaccharin).
KW - Cyclization
KW - Tetrahydroquinolines
KW - Thiocyanates
KW - Thiocyanation
UR - http://www.scopus.com/inward/record.url?scp=85107151933&partnerID=8YFLogxK
U2 - 10.15918/j.tbit1001-0645.2020.058
DO - 10.15918/j.tbit1001-0645.2020.058
M3 - 文章
AN - SCOPUS:85107151933
SN - 1001-0645
VL - 41
SP - 513
EP - 521
JO - Beijing Ligong Daxue Xuebao/Transaction of Beijing Institute of Technology
JF - Beijing Ligong Daxue Xuebao/Transaction of Beijing Institute of Technology
IS - 5
ER -