129881-51-2Relevant articles and documents
Direct asymmetric Mannich reaction of phthalides: Facile access to chiral substituted isoquinolines and isoquinolinones
Luo, Jie,Wang, Haifei,Zhong, Fangrui,Kwiatkowski, Jacek,Xu, Li-Wen,Lu, Yixin
, p. 4707 - 4709 (2012/06/29)
The first Mannich reaction employing phthalides using a quinidine-based multifunctional catalyst has been developed. The reported method led to the synthesis of 3,3-disubstituted phthalide derivatives in excellent yields, with good diastereo- and enantioselectivities. Convenient synthesis of chiral isoquinolinones and isoquinolines has also been demonstrated.
Highly enantioselective regiodivergent allylic alkylations of MBH carbonates with phthalides
Zhong, Fangrui,Luo, Jie,Chen, Guo-Ying,Dou, Xiaowei,Lu, Yixin
, p. 10222 - 10227 (2012/08/08)
Phthalides were used for the first time in the allylic alkylation reactions with MBH carbonates for the creation of chiral 3,3-disubstituted phthalides. Highly enantioselective regiodivergent synthesis of γ-selective or β-selective allylic alkylation products was achieved by employing bifunctional chiral phosphines or multifunctional tertiary amine-thioureas as the catalyst, respectively. It was demonstrated that proper selection of catalysts and reaction conditions would differentiate an SN2′- SN2′ pathway and an addition-elimination process, yielding different regioisomers of the allylic alkylation products in a highly enantiomerically pure form.
Central Nervous System Active Compounds. XIV On the Cyclization of N-Acyl-N'-arylureas
Heinicke, Grant,Hung, Tran V.,Prager, Rolf H.,Ward, A. David
, p. 831 - 844 (2007/10/02)
The cyclization of N-acyl-N'-arylureas in polyphosphoric acid has been reinvestigated.The product is not only the 4-substituted quinazolin-2(1H)-one as reported, but also contains the 2-acylaniline in major proportions.Two minor products have also been isolated.At 80 deg, an intermediate has been detected, the properties of which are consistent with it being the corresponding 2-acylphenylurea.Acyl ureas with strongly electron-withdrawing acyl groups from major amount of the corresponding anilide by the formal loss of cyanic acid.The application of this reaction tothe synthesis of quinazolinylphthalides has been investigated.
Aspects of Tautomerism: Part X - Neighbouring Group Effects on the Structure and Reactivity Patterns of Acid Chlorides
Bhatt, M. Vivekananda,El Ashry, Shaker H.,Somayaji, Vishwanatha
, p. 473 - 486 (2007/10/02)
The influence of neighbouring groups on the structure and reactivity patterns of over one hundred acid chlorides derived from γ- and δ-keto acids, 1,2- and 1,3-dicarboxylic acid half-esters and diacid chlorides have been examined.Contrary to reports in the literature, text books and monographs, evidence has been obtained for the non-existence of tautomerism between the isomeric pairs of either acid chlorides or half-ester acid chlorides.ce.