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Facile Large‐Scale Synthesis of 5‐ and 6‐Carboxyfluoresceins: Application for the Preparation of New Fluorescent Dyes
Author(s) -
Hammershøj Peter,
Kumar E. K. Pramod,
Harris Pernille,
Andresen Thomas L.,
Clausen Mads H.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501013
Subject(s) - chemistry , fluorescein , fluorescence , chromophore , combinatorial chemistry , organic chemistry , physics , quantum mechanics
A series of fluorescein dyes have been prepared from a common precursor through a very simple synthetic procedure, giving access to important precursors for fluorescent probes. The method has proven an efficient access to regioisomerically pure 5‐ and 6‐carboxyfluoresceins on a large scale, in good yields, and with high regioisomeric purity. Furthermore, we have applied the method to the development of a new type of mixed fluorescein derivatives of 5‐carboxyfluorescein. We have demonstrated the scope of the procedure by synthesizing a new type of double chromophore within the fluoro‐Jade family.