5558-00-9Relevant academic research and scientific papers
Enantioselective Copper(I)/Chiral Phosphoric Acid Catalyzed Intramolecular Amination of Allylic and Benzylic C?H Bonds
Ye, Liu,Tian, Yu,Meng, Xiang,Gu, Qiang-Shuai,Liu, Xin-Yuan
supporting information, p. 1129 - 1133 (2019/12/12)
Radical-involved enantioselective oxidative C?H bond functionalization by a hydrogen-atom transfer (HAT) process has emerged as a promising method for accessing functionally diverse enantioenriched products, while asymmetric C(sp3)?H bond amination remains a formidable challenge. To address this problem, described herein is a dual CuI/chiral phosphoric acid (CPA) catalytic system for radical-involved enantioselective intramolecular C(sp3)?H amination of not only allylic positions but also benzylic positions with broad substrate scope. The use of 4-methoxy-NHPI (NHPI=N-hydroxyphthalimide) as a stable and chemoselective HAT mediator precursor is crucial for the fulfillment of this transformation. Preliminary mechanistic studies indicate that a crucial allylic or benzylic radical intermediate resulting from a HAT process is involved.
Preparation method for p-phenylbutoxybenzoic acid
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Paragraph 0084-0085, (2019/11/04)
The invention provides a preparation method for p-phenylbutoxybenzoic acid, belonging to the field of organic synthesis. According to the invention, palladium-based catalytic coupling is adopted, andthe Grignard reaction and the Friedel-Craft reaction are avoided, thereby avoiding the production of blue-green copper ion wastewater and generation of a large amount of acidic wastewater due to usageof aluminum trichloride; the preparation method of the invention is friendly to environment, simple in synthesis route and high in the yield of each step; and halogeno-benzene is used for replacing more expensive phenylmagnesium bromide and used as a starting material, so the preparation cost of p-phenylbutoxybenzoic acid is lowered. The p-phenylbutoxybenzoic acid obtained in the invention has good crystal form, high purity and good solubility. The data of embodiments of the invention show that the total yield of p-phenylbutoxybenzoic acid prepared in the invention is 60% or above, and the HPLC purity of p-phenylbutoxybenzoic acid is 99.9% or above.
MANUFACTURING METHOD OF BROMINATED CYCLOPROPANES
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Paragraph 0035, (2017/04/28)
PROBLEM TO BE SOLVED: To provide a manufacturing method capable of simply providing bromoalkyl cyclopropanes in an industrial scale. SOLUTION: There is provided a manufacturing method of bromoalkyl cyclopropanes represented by the formula (3) or the formula (4) by reacting corresponding alcohols and HBr dissolved in an aprotic solvent such as 1,4-dioxanes and substituting a hydroxyl group by Br. (3) (4), where R1 is H, a C1 to 10 substituted/unsubstituted linear/branched alkyl group, a C3 to 10 substituted/unsubstituted cyclic alkyl group, R2 is a substituted/unsubstituted phenyl group and n is an integer of 1 to 10. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT
One-pot synthesis of benzo[f]quinolin-3-ones and benzo[a]phenanthridein-5- ones by the photoanuulation of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1- ones to phenylacetylene
Wang, Ren,Lu, Shen-Ci,Zhang, Yi-Ming,Shi, Zong-Jun,Zhang, Wei
, p. 5802 - 5808 (2011/10/02)
The one-pot synthesis of benzo[f]quinolin-3-ones and benzo[a] phenanthridein-5-ones was achieved by the inter- and intramolecular photoannulation of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones with phenylacetylene or tethered phenylacetylene. The reactions were proceeded by photoaddition of 6-chloropyridin-2-ones and 3-chloroisoquinolin-1-ones to phenylacetylene to give the chlorine-substituted stilbenoids, and then 6π electrocyclization of the stilbenoids and oxidation aromatization to afford the polycyclic products.
One-pot synthesis of fused benzo[c]carbazoles by photochemical intramolecular annulation of 3-acyl-2-haloindoles with tethered styrenes
Lu, Shen-Ci,Wei, Shi-Chao,Wang, Wei-Xia,Zhang, Wei,Tu, Zhi-Feng
, p. 5905 - 5910 (2011/11/06)
An efficient procedure for the synthesis of fused benzo[c]carbazoles has been achieved in moderate to high yields by the one-pot photochemical annulation of 3-acyl-2-haloindoles with tethered styrenes by photoinduced electron-transfer coupling, electrocyclic reactions, and deacylative aromatization in the presence of pyridine. Fused furo[2,3-c]carbazoles were also synthesized under the same conditions. 5,6-Dihydrobenzo[c]pyrrolo[1,2,3-lm] carbazoles were oxidized by DDQ to afford aromatic benzo[c]pyrrolo[1,2,3-lm] carbazole products in moderate to high yields.
