Banca de DEFESA: LARISSA DE SOUZA SOARES SILVA

Uma banca de DEFESA de MESTRADO foi cadastrada pelo programa.
STUDENT : LARISSA DE SOUZA SOARES SILVA
DATE: 06/02/2024
TIME: 14:00
LOCAL: Sala de Seminários
TITLE:

FORMAL [3+3] CYCLOADDITIONS OF ENAMINONES: SYNTHESIS AND REACTIVITY OF POLY-SUBSTITUTED CYCLOHEXENONES

KEY WORDS:

cyclohexenones; microwave; carboxy-3-coumarinic acid

PAGES: 110
BIG AREA: Ciências Exatas e da Terra
AREA: Química
SUBÁREA: Química Orgânica
SPECIALTY: Síntese Orgânica
SUMMARY:

The cyclohexenone nucleus is present in several natural products with
biological activity, is of great synthetic relevance. However, methods
Traditional synthesis methods have disadvantages, such as synthetic steps
excessive amounts, use of expensive catalysts and difficulties in obtaining
substrates. In this work, the study of the reactivity of acids was carried out
carboxy-3-coumarins against secondary acyclic enaminones, using
microwaves in formal [3 +3] cycloaddition reactions. The results revealed
an unprecedented pattern of reactivity, resulting in the formation of a mixture of
products containing cyclohexenones and amides in different proportions, with
yields ranging between 2% and 82%. It is worth highlighting the achievement of four
novel cyclohexenones and the synthesis of amides under mild conditions,
eliminating the use of catalysts. Furthermore, the application of
synthesis of cyclohexenones in microwaves, culminating in obtaining a
new cyclohexenone molecule with a substitution pattern distinct from that of
cyclohexenone reagent. This result was achieved through a reaction
of Krapcho decarboxylation catalyzed by boron trifluoride in methanol.

COMMITTEE MEMBERS:
Presidente - 1215450 - SILVIO DO DESTERRO CUNHA
Interno - 1276681 - RONAN BATISTA
Interna - 2454639 - CALINE GOMES FERRAZ
Interno - 1068075 - JORGE MAURICIO DAVID
Interno - 1507716 - MAURICIO MORAES VICTOR
Interno - 2166886 - ANDRE ALEXANDRE VIEIRA
Externa à Instituição - VANDERLUCIA FONSECA DE PAULA
Externo à Instituição - RODRIGO DE PAULA
Externa à Instituição - SABRINA TEIXEIRA MARTINEZ - UFRJ
Externo à Instituição - AMENSON TRINDADE GOMES - UFRB