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| Author(s): |
Frederico Bernardes de Souza
Total Authors: 1
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| Document type: | Doctoral Thesis |
| Press: | São Paulo. |
| Institution: | Universidade de São Paulo (USP). Conjunto das Químicas (IQ e FCF) (CQ/DBDCQ) |
| Defense date: | 2017-09-22 |
| Examining board members: |
Helio Alexandre Stefani;
Rodrigo Cella;
Jesus Marcelo Pena;
Cristiano Raminelli
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| Advisor: | Helio Alexandre Stefani |
| Abstract | |
In this work we promote the synthesis of α-substituted vinylic sulfoxides through the Suzuki-Miyaura cross coupling reaction. Also the synthesis of unpublished enynic sulfoxides was made, by the addition of the nucleophile in the β-sulfoxide carbon. These compounds were susceptible to additive Pummerer rearragement reaction and thus generated a small library of compounds. One of these aldehydes synthesized was used in the formation reaction of a propargyl imine, with consequent CuAAC reaction, forming triazol imines. Other aryl imines were synthesized, undergoing a reduction step, in order to obtain the free amine, so that the cyclization reaction was carried out with the aid of an electrophilic agent. Another class of organosulfur compound was synthesized, the N-sulfinyl imine, which after the Sonogashira cross-coupling reaction, with consequent removal of a protecting group and formation of the heterocyclic ring, N-sulfinyl imine triazolic compounds were obtained. (AU) | |
| FAPESP's process: | 13/20553-4 - Synthesis and functionalization of vinyl iodide sulfoxides |
| Grantee: | Frederico Bernardes de Souza |
| Support Opportunities: | Scholarships in Brazil - Doctorate (Direct) |