Studies on the mechanism of the Hoesch reaction and its modified reaction with low temperature mass spectrometry

Eur. J. Mass Spectrom. 11, 389–392 (2005)
DOI: 10.1255/ejms.771

Studies on the mechanism of the Hoesch reaction and its modified reaction with low temperature mass spectrometry

Shaobai Li, ^a,* Yuqi Li^b and Hongyan Zheng^a
^aNational Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China. E-mail: bsli@lzu.edu.cn
^bDepartment of Chemical Physics, University of Science and Technology of China, Hefei 230026, China

ABSTRACT:

The original Hoesch reaction was modified by employing a mixture of HZnCl₂(OH) and ZnCl₂ as catalyst for the preparation of compound 4. Total synthesis of the natural product, Coccineone B, was achieved using compound 4 as a key intermediate. A low-temperature mass spectrometry technique was used to clarify the mechanism of the Hoesch reaction through the easy and exact identification of isotopic clusters.

Keywords: Hoesch reaction, modified, mechanism, mass spectrometry

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