- Synthesizing method of cis-1,2,3,6-tetrahydrophthalimide
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The invention discloses a synthesizing method of cis-1,2,3,6-tetrahydrophthalimide. The cis-1,2,3,6-tetrahydrophthalimide is prepared by allowing phthalimide and hydrogen serving as the raw materialsto have reaction under the effect of a catalyst. The synthesizing method has the advantages that side reaction is avoided by changing process conditions, and high selectivity and high conversion rateof the reaction are achieved; the product with the content being 98% or above can be obtained by performing simple distillation and crystallization and filtering on reaction liquid; low-temperature reaction is achieved by adding Raney nickel serving as the catalyst to catalyze the reaction, and the reaction conversion rate can reach up to 97% or above.
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Paragraph 0033-0039; 0040-0045; 0047-0053; 0054-0060
(2018/09/11)
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- An expedient and convenient approach for one-pot synthesis of 1H-isoindole-1,3(2H)-diones
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An easy and expedient method for the one-pot synthesis of 1H-isoindole-1,3(2H)-diones has been developed by the reaction of the corresponding cyclic anhydrides with guanidinium chloride as a nitrogen source in the presence of FeCl3 as a catalyst under mild reaction conditions.
- Ekhtiari, Zeinab,Havasi, Forugh,Nikpour, Farzad
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p. 941 - 944
(2016/10/13)
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- A facile and convenient synthesis of 1H-isoindole-1,3(2H)-diones
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A facile synthesis of 1H-isoindole-1,3(2H)-diones (3a-h) has been developed by the reaction of the corresponding anhydrides (1a-h) with potassium cyanate (4a) or sodium thiocyanate (4b). The reactions were carried out in neutral media under reflux or under microwave irradiation without use of catalyst. Good to excellent yields of the products were obtained in high purity with very simple work-up.{A figure is presented}.
- Nikpour, Farzad,Kazemi, Samira,Sheikh, Davood
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p. 1559 - 1564
(2007/10/03)
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- Nonreductive enantioselective ring opening of N-(methylsulfonyl)dicarboximides with diisopropoxytitanium α,α,α′,α′-tetraaryl-1,3-dioxolane-4,5- dimethanolate
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The bicyclic and tricyclic meso-N-(methylsulfonyl)dicarboximides 1a-f are converted enantioselectively to isopropyl [(sulfonamido)carbonyl]-carboxylates 2a-f by diisopropoxytitanium TADDOLate (75-92% yield; see Scheme 3). The enantiomer ratios of the products are between 86:14 and 97:3, and recrystallization from CH2Cl2/hexane leads to enantiomerically pure sulfonamido esters 2 (Scheme 3). The enantioselectivity shows a linear relationship with the enantiomer excess of the TADDOL employed (Fig. 3). Reduction of the ester and carboxamide groups (LiAlH4) and additional reductive cleavage of the sulfonamido group (Red-Al) in the products 2 of imide-ring opening gives hydroxy-sulfonamides 3 and amino alcohols 4, respectively (Scheme 4). The absolute configuration of the sulfonamido esters 2 is determined by chemical correlation (with 2a, b; Scheme 6), by the X-ray analysis of the camphanate of 3e (Fig. I), and by comparative 19F-NMR analysis of the Mosher esters of the hydroxy-sulfonamides 3 (Table I). A general proposal for the assignment of the absolute configuration of primary alcohols and amines of Formula HXCH2CHR1R2, X = O, NH, is suggested (see 11 in Table I). It follows from the assignment of configuration of 2 that the Re carbonyl group of the original imide 1 is converted to an isopropyl ester group. This result is compatible with a rule previously put forward for the stereochemical course of reactions involving titanium TADDOLate activated chelating electrophiles (12 in Scheme 7). A tentative mechanistic model is proposed (13 and 14 in Scheme 7).
- Ramon, Diego J.,Guillena, Gabriela,Seebach, Dieter
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p. 875 - 894
(2007/10/03)
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- Incorporation of Molecular Nitrogen Into Organic Compounds. Titanium Catalyzed Nitrogenation
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Incorporation of molecular nitrogen into organic compounds was realized using a catalytic amount of TiCl4 in the presence of excess TMSCl and Li.Various imides were prepared from the corresponding acid anhydrides by use of this catalytic system.
- Mori, Miwako,Kawaguchi, Mami,Hori, Masanori,Hamaoka, Shin-ichi
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p. 729 - 740
(2007/10/02)
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