Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/127820
Title: EXPLORING NEW REACTIVITIES OF ACTIVATED ISOCYANIDES TO ACCESS DIVERSE NITROGEN HETEROCYCLES
Authors: LIAO JIAYU
Keywords: catalysis,asymmetric,heterocycle,cyclization,divergent,isocyanide
Issue Date: 19-May-2016
Abstract: The main theme of my Ph.D. studies has been the development of new reactivities of activated isocyanides to access diverse heterocycles, with a focus on the development of catalytic asymmetric variants. In the past four years, we have successfully developed several new transformations to deliver a wide range of heterocyclic compounds. 1) A highly stereoselective Ag-catalyzed double [3+2] cyclization of isocyanoacetates with α-imino esters was described to yield directly linked oxazole-imidazolines. 2) The divergent [3+2] cyclization of allenoates with activated isocyanides was developed. Under different catalytic systems, we realized the cycloaddition using either of the two C=C bonds in the allene structure. 3) An unexpected Ag-catalyzed three-component reaction of 3-formylchromones, amines and isocyanoacetates was discovered, representing a new reaction pathway in isocyanide-based multicomponent reactions. 4) The collective synthesis of tricyclic ketals and triarylmethanes through cascade reaction of activated isocyanides was realized under Ag or Cu catalysis.
URI: http://scholarbank.nus.edu.sg/handle/10635/127820
Appears in Collections:Ph.D Theses (Open)

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