EventsThe 4th International Electronic Conference on Synthetic Organic Chemistry
Event submissions
Published
with-doi10.3390/ecsoc-4-01857
This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
Zoltán Kele, Péter Forgó, Lajos Kovács, The evaluation of b,b,b-trichloro-tert.-butyl (Tcb) group for the protection of carboxyl functionality, in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01857
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The evaluation of b,b,b-trichloro-tert.-butyl (Tcb) group for the protection of carboxyl functionality

Lajos Kovács 1,2
Péter Forgó 3
Zoltán Kele 2
1. Nucleic Acids Laboratory, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary
2. Department of Medicinal Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary
3. Department of Organic Chemistry, University of Szeged, Dóm tér 8, H-6720 Szeged, Hungary
Abstract
The preparation, stability and behaviour of b,b,b-trichloro-tert.-butyl (Tcb) esters towards various conditions of deprotection were evaluated. Tcb esters can be prepared from the halide of the corresponding carboxylic acid and b,b,b-trichloro-tert.-butanol in the presence of anhydrous zinc chloride. They are stable in acidic and basic medium and can be cleaved under mild conditions (e.g. with zinc, cadmium or indium under slightly acidic or neutral pH, with the supernucleophile cobalt(I) phthalocyanine, Table 1). Provided that the requested acyl halides are easily available, the Tcb group can be efficiently used for the protection of carboxyl functionality.
Keywords
n/a
Syntheses of Functionalized Alkynylated Phenothiazines
Synthetic Methods to Ferrocenomesogens containing a Pendent Ferrocenyl Group