- Transition Metal-Free Difunctionalization of C?C Bond with Sodium Sulfinates and Water Leading to (E)-1-Phenyl-4-sulfonylbut-1-enes
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Without using any transitionmetal and base, an eco-friendly, practical and economical protocol has been established for the one-pot synthesis of diverse (E)-1-phenyl-4-sulfonylbut-1-enes from easily accessible starting materials. This strategy features a wide substrate scope, tolerates a broad range of functional groups, employs a less expensive oxidant, is operationally simple, and can be easily scaled-up. (Figure presented.).
- Wang, Qiao-Lin,Chen, Zan,Zhou, Quan,Zhou, Cong-Shan,Xiong, Bi-Quan,Zhang, Pan-Liang,Yang, Chang-An,Liu, Yu,Tang, Ke-Wen
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- Visible-Light-Catalyzed C-C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes
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A novel visible-light-catalyzed sulfonylation/arylation of carbon-carbon σ-bond with sulfonyl chlorides for the synthesis of 3-sulfonylated 1,2-dihydronaphthalenes is developed. This difunctionalization proceeds via a sequence of C=C bond sulfonylation, C-C σ-bond cleavage, and intramolecular cyclization, and the experiment result shows that the C-C σ-bond difunctionalization reaction includes a radical process. This strategy provides a simple and convenient route for difunctionalization of C-C bonds with an aromatic carbon and a sulfonyl radical by one-pot construction of a C-S bond and a new C-C bond.
- Liu, Yu,Wang, Qiao-Lin,Chen, Zan,Zhou, Quan,Li, Hua,Zhou, Cong-Shan,Xiong, Bi-Quan,Zhang, Pan-Liang,Tang, Ke-Wen
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p. 2829 - 2839
(2019/03/07)
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- Silver(I)-mediated dual cleavage of C-C and C-O bonds in the reaction of diarylmethylenecyclopropanes with tetrahydrofuran: Synthesis of 4-(3-halobut-3-enyloxy)butyl 2,2,2-trifluoroacetate derivatives
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The reaction of methylenecyclopropanes (MCPs) with tetrahydrofuran (THF) proceed smoothly in the presence of AgOC(O)CF3 and electrophilic halogenation reagents to give the corresponding 4-(3-halobut-3-enyloxy)butyl 2,2,2-trifluoroacetate derivatives in moderate yields through dual cleavage of C-C and C-O bonds under mild conditions. Novel 4-(3-halobut-3-enyloxy)butyl 2,2,2-trifluoroacetate derivatives can be synthesized by AgI-mediated reactions of arylmethylenecyclopropanes with tetrahydrofuran at room temperature through dual cleavage of C-C and C-O bonds. Copyright
- Chen, Gen-Qiang,Tang, Xiang-Ying,Shi, Min
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supporting information
p. 194 - 197
(2014/01/06)
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