170456-83-4Relevant academic research and scientific papers
Proline-catalyzed sequential syn-Mannich and [4 + 1]-annulation cascade reactions to form densely functionalized pyrrolidines
Aher, Ravindra D.,Kumar, B. Senthil,Sudalai, Arumugam
, p. 2024 - 2031 (2015)
A highly efficient one-pot [4 + 1]-annulation process for the asymmetric synthesis of densely functionalized pyrrolidine derivatives is described. The in situ generated syn-Mannich adduct obtained via proline catalysis acts as a four-atom component, and Corey's sulfur ylide or ethyl bromoacetate acts as a one-atom carbon source to construct pyrrolidine units in a highly enantio- and diastereoselective manner.
Copper-Catalyzed Cross-Coupling between Alkyl (Pseudo)halides and Bicyclopentyl Grignard Reagents
Andersen, Claire,Bernardelli, Patrick,Cossy, Janine,Daumas, Marc,Ferey, Vincent,Guérinot, Amandine
supporting information, (2020/08/05)
The development of a copper-catalyzed cross-coupling between primary and secondary (pseudo)halides and bicyclopentyl Grignard reagents is reported. Highly strained bicyclopentanes can be cross-coupled with a large panel of primary alkyl mesylates and secondary alkyl iodides. The catalytic system is simple and cheap, and the reaction is general and chemoselective.
A visible-light photoinduced charge-transfer complex promoted the ring opening of: N-alkyl-4-piperidinols
Du, Zhengyin,Fu, Ying,Huo, Congde,Shi, Chun-Zhao,Xu, Qin-Shan
supporting information, p. 2264 - 2269 (2020/04/21)
A visible-light photoinduced ring opening of N-alkyl-4-piperidinols under mild conditions has been achieved. The reaction sequence involves a visible-light-induced charge-transfer complex, which promoted the S-Cl bond cleavage of sulfonyl chlorides. The generated sulfonyl radical further reacts with N-alkyl-4-piperidinol cation radicals to achieve C-N and C-C bond cleavages to yield homoallylamine products.
New IDO-1 INHIBITOR AND USE THEREOF
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Paragraph 0551; 0570; 0571; 0572, (2017/06/27)
The present invention refers to inhibit iDO-a 1 number and their use relates to search, more particularly by inhibiting the activity of the intracellular enzyme IDO (indoleamine-a 2,3 a-dioxygenase), which show excellent iDO-a 1 billion number number inhi
Boron trifluoride etherate functioning as a fluorine source in an iodosobenzene-mediated intramolecular aminofluorination of homoallylic amines
Cui, Jian,Jia, Qun,Feng, Ruo-Zhu,Liu, Shan-Shan,He, Tian,Zhang, Chi
supporting information, p. 1442 - 1445 (2014/04/03)
A widely used Lewis acid BF3·Et2O was shown to be capable of acting as an efficient fluorinating agent in an intramolecular aminofluorination reaction of homoallylic amines to provide 3-fluoropyrrolidines mediated by a commercially available hypervalent iodine(III) reagent PhIO at room temperature. A mechanism involving a carbocation intermediate was proposed on the basis of several experimental evidence.
A smooth rearrangement of N-p-toluenesulfonyl 2-tert- butyldiphenylsilylmethyl-substituted azetidines into N-p-toluenesulfonyl 3-tert-butyldiphenylsilyl-substituted pyrrolidines
Narhe, Bharat D.,Sriramurthy, Vardhineedi,Yadav, Veejendra K.
experimental part, p. 4390 - 4399 (2012/07/14)
The rearrangement of N-p-toluenesulfonyl 2-tert-butyldiphenylsilylmethyl- substituted azetidines into 3-tert-butyldiphenylsilyl-substituted pyrrolidines under Lewis acid conditions in dichloromethane involves 1,2-migration of silicon through a siliranium ion. The formation of siliranium ion was discovered not to be in concert with σC-N cleavage from stereochemical analysis of the pyrrolidine products formed from 3- and 4-substituted-2-tert- butyldiphenylsilylmethyl azetidines and also from the optical rotation data and chiral HPLC analysis of the pyrrolidine product formed from N-p-toluenesulfonyl 2(R)-tert-butyldiphenylsilylmethyl azetidine. The formation of sterically less hindered siliranium ion is followed by its SN2 opening by the internal nitrogen nucleophile. Oxidative cleavage of σC-Si bond leads to the formation of 3-hydroxypyrrolidines.
3-Hydroxypyrrolidines from epoxysulfonamides and dimethylsulfoxonium methylide
Hodgson, David M.,Fleming, Matthew J.,Xu, Zhaoqing,Lin, Changxue,Stanway, Steven J.
, p. 3226 - 3228 (2008/09/18)
N-Tosyl-protected 3-hydroxypyrrolidines are prepared by reaction of dimethylsulfoxonium methylide with readily available epoxysulfonamides. The Royal Society of Chemistry 2006.
N-Substituted-3-arylpyrrolidines: Potent and Selective Ligands at Serotonin 1A Receptor
Ahn, Kyo Han,Lee, Seok Jong,Lee, Chang-Ho,Hong, Chang Y.,Park, Tae Kyo
, p. 1379 - 1384 (2007/10/03)
3-Arylpyrrolidines are synthesized through the coupling of N-benzyl-3-(methanesulfonyloxy)pyrrolidine with diarylcuprates. Pharmacological evaluation of a series of N-substituted-3-arylpyrrolidines toward several neurotransmitter receptors indicated that some of them are good ligands for serotonin 1A receptor. Particularly, N-pyrrolidines were found to be potent and selective ligands. A preliminary biological evaluation for several selected compounds indicated that they are potentially effective antianxiety and antidepressant agents.
SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 1-CYCLOPROPYL-6,8-DIFLUORO-7-(2-SUBSTITUTED 4,6-DIHYDRO-1H-PYRROLOTHIAZOL-5-YL)-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID
Kim, Wan-Joo,Kim, Bong-Jin,Lee, Tae-Suk,Nam, Keun-Soo,Kim, Keun-Jae
, p. 1389 - 1398 (2007/10/02)
Quinolone derivatives (9 and 10) substituted with bicyclothiazole (7) and (8) at C-7 position were synthesized.Bicyclothiazole derivatives (7 and 8) were prepared through 9 steps by way of the 4-bromo-3-oxopyrrolidine (16) was a key intermediate and intro
