2,4-Dibromothiazole 8 is a key intermediate in the synthesis of antifungal agents such as the melithiazoles. a)
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Question:
2,4-Dibromothiazole 8 is a key intermediate in the synthesis of antifungal agents such as the melithiazoles.
a) Compound 8 cannot be prepared by the bromination of the parent thiazole ring system. By consideration of the intermediates involved rationalize why the 5- position is the site of the first bromination. (3 marks)
b) Fortunately compound 8 is accessible on tonne scale reactions by the following scheme. Provide a mechanism for each of the steps of the sequence. (5 marks)
Related Book For
Biochemistry Concepts and Connections
ISBN: 978-0321839923
1st edition
Authors: Dean R. Appling, Spencer J. Anthony-Cahill, Christopher K. Mathews
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