A facile synthetic approach to novel spiro-oxindoles/acenaphthylen-1-ones containing benzo[1,4]thiazin-3-one ring via 1,3-dipolar cycloaddition

作者：Lakshmi Neelakandan Vidhya; Tamilisai Rajendren; Perumal Paramasivan T^*

来源：Tetrahedron Letters, 2011, 52(41): 5301-5307.

DOI：10.1016/j.tetlet.2011.08.003

• Spiro-oxindoles
• Azomethine ylide
• Multicomponent reaction
• Dipolarophile
• Sarcosine
• L-Proline

A series of spiro-oxindole derivatives containing spirobenzol[1,4]thiazin-3-one ring were synthesized regioselectively via a multicomponent 1,3-dipolar cycloaddition of isatin, 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one and sarcosine or L-proline in toluene under reflux condition. Also spiro-acenaphthylen-1-ones containing spirobenzo[1,4]thiazin-3-one ring have been synthesized using 2-(4-methyl-benzylidene)-4H-benzo[1,4]thiazin-3-one as dipolarophile. The methodology affords high yields of products in short reaction time.

• 出版日期2011-10-12