Molecular Diversity

, 15:971 | Cite as

An unexpected C–C cleavage reaction: new and mild access to o-OH and o-NH-Tos benzoic acids or benzoamides

  • Purong Zheng
  • Shichao Lu
  • Gang Liu
Full-Length Paper


Catalyzed by DBU or DBN, 2-acetoxy benzofuranones and 2-acetoxy-N-Tos indolin-3-ones, were readily prepared from o-acyl phenols and o-acyl anilines, respectively, reacted with H2O or a range of amines to afford o-OH and o-NH-Tos benzoic acids or benzoamides in moderate to excellent yields.


Lieben haloform reaction Haller–Bauer reaction Benzoic acid Benzoamide 

Supplementary material

11030_2011_9329_MOESM1_ESM.pdf (1.7 mb)
ESM 1 (PDF 1695 kb)


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Copyright information

© Springer Science+Business Media B.V. 2011

Authors and Affiliations

  1. 1.Institute of Materia MedicaChinese Academy of Medical Sciences & Peking Union Medical CollegeBeijingPeople’s Republic of China
  2. 2.Department of Pharmacology and Pharmaceutical Sciences, School of MedicineTsinghua UniversityBeijingPeople’s Republic of China

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