A Three-Component Reaction for the Synthesis of Diverse, Densely Substituted 2 ',3 '-Dihydrospiro[indoline-3,6 '-[1,3]oxazine]s

作者：Zhang Jing; Gao Hong; Sun Jing; Yan Chao Guo^*

来源：European Journal of Organic Chemistry, 2014, 2014(25): 5598-5602.

DOI：10.1002/ejoc.201402500

• Imines
• Alkynes
• Spiro compounds
• Multicomponent reactions
• Zwitterions

A simple synthetic protocol has been developed for the efficient synthesis of structurally diverse 3'-aryl-2'-styryl-2',3'-dihydrospiro[indoline-3,6'-[1,3]oxazine]-4',5'-dicarboxylate derivatives through readily accessible three-component reactions of alpha,beta-unsaturated N-arylaldimines, dialkyl acetylenedicarboxylate, and N-alkylisatins. When simple N-aryl-aldimines were utilized in the reactions, the corresponding 2',3'-diaryl-2',3'-dihydrospiro[indoline-3,6'-[1,3]oxazine]s were obtained in good yields. This reaction provides a potential synthetic application of the reactive 1,4-dipolar intermediates generated from the reaction of aromatic imines with electron-deficient alkynes.

• 出版日期2014-9
• 单位扬州大学