51315-70-9Relevant articles and documents
Synthesis method for preparing 2-methylpyrrolidine compound through catalytic hydroamination reaction
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Paragraph 0071-0074, (2021/03/13)
The invention discloses a synthetic method for preparing a 2-methylpyrrolidine compound by catalyzing a hydroamination reaction, which comprises the following steps: A, sequentially adding a compound1, KI and KHSO4 into a reactor under an open condition;
On the understanding of BF3·Et2O-promoted intra- and intermolecular amination and oxygenation of unfunctionalized olefins
Yang, Chun-Hua,Fan, Wen-Wen,Liu, Gong-Qing,Duan, Lili,Li, Lin,Li, Yue-Ming
, p. 61081 - 61093 (2015/08/03)
BF3·Et2O was found to be effective for both intra- and intermolecular amination and oxygenation of unfunctionalized olefins. In the presence of 3 equiv. of BF3·Et2O, intramolecular hydroamination of N-(pent-4-enyl)-p-toluenesulfonamides, N-(hex-5-enyl)-p-toluenesulfonamides, intermolecular hydroamination between sulfonamides and cyclohexene, norbornene or styrene, lactonization of pent-4-enoic acid or hex-5-enoic acid compounds and esterification of cyclohexene with different carboxylic acids all proceeded readily, leading to the corresponding amination or oxygenation products in up to 99% isolated yields. Preliminary NMR experiments and DFT calculations suggested that the intramolecular hydroamination reactions proceeded via a sulfonimidic acid intermediate (N=S-OH), and formation of the corresponding Bronsted acid HF or HBF4 was less likely.
Catalytic activation of the leaving group in the SN2 reaction
Yamamoto, Hirofumi,Pandey, Ghanshyam,Asai, Yumiko,Nakano, Mayo,Kinoshita, Atsushi,Namba, Kosuke,Imagawa, Hiroshi,Nishizawa, Mugio
, p. 4029 - 4032 (2008/02/10)
A novel catalytic activation of the leaving group in the SN2 reaction is achieved as an extension of our mercuric triflate-catalyzed reactions. Derivatives of anilinoethyl 4-pentynoate reacted smoothly with catalytic amounts of Hg(OTf)2 to give indoline derivatives in excellent yield with efficient catalytic turnovers under very mild conditions. The reaction of optically pure secondary alcohol derivatives resulted in inversion of stereochemistry, which is a definitive feature of the S N2 reaction. The procedure is applicable for benzoazepine synthesis.