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

Translated title of the contribution: Synthesis of 3, 4-Disubstituted 1, 2, 3, 4-Tetrahydroquinoline Thiocyanates Based on Thiocyanation-Cyclization of N-Cinnamyl Sulfonamides

Fuxue Chen, Lexia Yuan, Jiashen Qiu, Di Wu, Hongquan Yin

Research output: Contribution to journalArticlepeer-review

Abstract

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).

Translated title of the contributionSynthesis of 3, 4-Disubstituted 1, 2, 3, 4-Tetrahydroquinoline Thiocyanates Based on Thiocyanation-Cyclization of N-Cinnamyl Sulfonamides
Original languageChinese (Traditional)
Pages (from-to)513-521
Number of pages9
JournalBeijing Ligong Daxue Xuebao/Transaction of Beijing Institute of Technology
Volume41
Issue number5
DOIs
Publication statusPublished - May 2021

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