5205-07-2Relevant articles and documents
Preparation method of 1-halogenated-2-methyl-4-substituted carbonyloxy-2-butene
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Paragraph 0051-0052, (2020/08/18)
The invention provides a preparation method of 1-halogenated-2-methyl-4-substituted carbonyloxy-2-butene. According to the method, 2-methyl-4-hydroxy-1-butene and an acylation reagent are subjected toan acylation reaction under the action of a catalyst to prepare 2-methyl-4-substituted carbonyloxy-1-butene, and then the 2-methyl-4-substituted carbonyloxy-1-butene and halogen are subjected to an addition reaction and an alkali elimination reaction to prepare 1-halogenated-2-methyl-4-substituted carbonyloxy-2-butene. The method has the advantages of cheap and accessible raw materials and low product cost; the process flow is simple and convenient, the reaction conditions are easy to realize, the operation is safe, simple and convenient, the wastewater yield is low, and the method is green and environment-friendly; and the method also has the advantages of stable reaction intermediate product, proper reaction activity, high reaction selectivity, few side reactions and high target productyield and purity, and is suitable for green industrial production.
Expedient Access to 2,3-Dihydropyridines from Unsaturated Oximes by Rh(III)-Catalyzed C-H Activation
Romanov-Michailidis, Fedor,Sedillo, Kassandra F.,Neely, Jamie M.,Rovis, Tomislav
supporting information, p. 8892 - 8895 (2015/08/03)
α,β-Unsaturated oxime pivalates are proposed to undergo reversible C(sp2)-H insertion with cationic Rh(III) complexes to furnish five-membered metallacycles. In the presence of 1,1-disubstituted olefins, these species participate in irreversible migratory insertion to give, after reductive elimination, 2,3-dihydropyridine products in good yields. Catalytic hydrogenation can then be used to convert these molecules into piperidines, which are important structural components of numerous pharmaceuticals.
Syntheses of novel 4-tert-alkyl ether proline-based 16- and 17-membered macrocyclic compounds
Chen, Kevin X.,Njoroge, F. George,Vibulbhan, Bancha,Buevich, Alexei,Chan, Tze-Ming,Girijavallabhan, Viyyoor
, p. 2730 - 2733 (2007/10/03)
Starting from N-Cbz-4-hydroxyproline methyl ester 1, a boron trifluoride-diethyl etherate-catalyzed reaction provided 4-tert-alkyl ether proline 4. Two deprotections and amide bond formations furnished the phenol alcohol 2. The macrocyclization of 2 was accomplished through a Mitsunobu reaction using triphenylphosphine and 1,1′-(azodicarbonyl)dipiperidine (ADDP), to afford novel 16- and 17-membered proline-based macrocyclic compounds of type 3.