A novel, chemoselective one-pot procedure for the preparation of 3H-spiro[isobenzofuran-1,2 '-pyrrole]-3,3 '(1 ' H)-dione derivatives via oxidative cleavage of 3a,8b-dihydroxyindeno[1,2-b]pyrroles

作者：Mandavinia Gholam Hossein; Mohammadizadeh Mohammad R^*; Ariapour Noushin; Alborz Maryam

来源：Tetrahedron Letters, 2014, 55(12): 1967-1970.

DOI：10.1016/j.tetlet.2013.10.156

• Chemoselective
• One-pot
• Oxidative cleavage
• Indenopyrroles
• Spiroisobenzofuranopyrroles

A one-pot, efficient and chemoselective procedure for the synthesis of new 3H-spiro[isobenzofuran-1,2 '-pyrrole]-3,3 '(1 ' H)-dione derivatives has been developed which involves room temperature oxidative cleavage of 3a,8b-dihydroxyindeno[1,2-b]pyrroles themselves synthesized from the reaction of ninhydrin and enaminones in 30% ethanol. A reasonable mechanism is proposed for the oxidation reaction based on the results of this study and our previous related work.

• 出版日期2014-3-19