Chemistry of the Organofluorine-containing Compounds - FUSFLU

Reference of the Group:

GIUV2013-077

 
Description of research activity:
The main objective of our research is the synthesis of new compounds with potential biological activity. Therefore, our work focuses on the development of new methodologies that lead to these molecules in a simple and selective way. In this context, the preparation of new organofluorine compounds has been one of the hallmarks of the group, since it is well known that the introduction of fluorine atoms in organic molecules often improves their chemical and pharmacological properties. In addition, we are interested in the design and synthesis of new peptidomimetics and other small molecules capable of activating or inhibiting specific therapeutic targets. The main lines are described below: Design, synthesis and reactivity of new fluorinated chemical entities containing the alkyne function. Study of the differential reactivity of fluorinated propargylic amines in gold-catalysed hydroamination and hydroarylation processes. Extension to tandem processes mediated by electrophilic fluorination agents. Synthesis of fluorinated propargylic acetates and preliminary evaluation of their reactivity towards gold salts (I). Development of a catalytic process for the synthesis of...The main objective of our research is the synthesis of new compounds with potential biological activity. Therefore, our work focuses on the development of new methodologies that lead to these molecules in a simple and selective way. In this context, the preparation of new organofluorine compounds has been one of the hallmarks of the group, since it is well known that the introduction of fluorine atoms in organic molecules often improves their chemical and pharmacological properties. In addition, we are interested in the design and synthesis of new peptidomimetics and other small molecules capable of activating or inhibiting specific therapeutic targets. The main lines are described below: Design, synthesis and reactivity of new fluorinated chemical entities containing the alkyne function. Study of the differential reactivity of fluorinated propargylic amines in gold-catalysed hydroamination and hydroarylation processes. Extension to tandem processes mediated by electrophilic fluorination agents. Synthesis of fluorinated propargylic acetates and preliminary evaluation of their reactivity towards gold salts (I). Development of a catalytic process for the synthesis of 1-fluoroalkynes from terminal alkynes. Diversity-Oriented Synthesis (DOS): application to the asymmetric synthesis of fluorinated and non-fluorinated benzofused compounds as new molecular entities in drug discovery. Asymmetric synthesis of benzofused compounds by tandem or one-pot processes. Application of fluorinated 2-iodo(bromo)benzyl 2-iodo(benzyl)amines as building blocks in the synthesis of optically pure fluorinated nitrogen heterocycles. Development of new enantioselective processes using organocatalysis, metal catalysis or a combination of both. Extension of the intramolecular aza-Michael intramolecular (AMI) organocatalytic reaction to conjugated esters as acceptors. Study of the asymmetric AMI reaction applied to desymmetrisation processes of prochiral compounds. Design of new organocatalytic tandem processes: aza-Henry-AMI and aza-Morita Baylis Hillman-AMI. Asymmetric synthesis of alcohols and cyclic amines using organocatalyst/transition metal binary systems (relay catalysis). Study of the catalytic enantioselective intramolecular catalytic allylation reaction. Target Oriented Synthesis (TOS): design, synthesis and biological evaluation of a new generation of peptidomimetics capable of inhibiting the RRE-Rev interaction of human immunodeficiency virus type 1.
[Read more][Hide]
 
Web:

http://santosfustero.com.84-246-212-111.compuarq.net/es.html

 
Scientific-technical goals:
  • El desarrollo de nuevas estrategias para la sintesis asimetrica de entidades quimicas fluoradas y no fluoradas
  • Diseño de nuevos procesos organocataliticos
  • Diseño de nuevas reacciones tandem asimetricas
  • Sintesis de nuevos peptidomimeticos
  • Sintesis de compuestos bioactivos
 
Research lines:
  • Organocatalysis.In our working group we have developed organocatalytic methodologies to carry out the intramolecular aza-Michael reaction. The extension of this methodology to desymmetrisation processes and tandem reactions is one of the future objectives in this field.
  • New transformations of fluorinated alkynes mediated by transition metals.The development of new methodologies for the preparation of fluorinated alkynes has allowed the generation of new families of these compounds and the study of their reactivity in the presence of gold salts, ruthenium, palladium and cobalt complexes. These alkynes have shown new reactivity patterns.
  • Synthesis of new peptidomimetics.The use of terphenyls as peptidomimetics has made it possible, in collaboration with Doctor José Gallego, to develop a new family of these compounds as potential drugs in the fight against HIV.
  • Novel asymmetric tandem reactions.Tandem reactions have been the subject of study in recent years in our working group. In this line, new tandem processes are being designed, both with the use of sulfoxides as chiral auxiliaries and the use of organocatalysis, which allow access to new chemical structures.
 
CNAE:
  • -
  • -
  • -
  • -
 
Associated structure:
  • Organic Chemistry
 
Keywords:
  • moléculas orgánicas, enantioselectividad, aza-Michael intramolecular, procesos tándem, desimetrización, síntesis de productos naturales
  • amino ésteres propargílicos, derivados gem-difluoropropargílicos, sales de oro (I), carbenos de rutenio, reacciones de Pauson Khand
  • peptidomiméticos, terfenilos, terapia anti-HIV
  • tandem reactions, sulfoxides, intramolecular aza-Michael, molecular complexity