Solid-Phase Synthesis of N-Substituted Pyrrolidinone-Tethered N-Substituted Piperidines via Ugi Reaction

Reaction Between Grignard Reagents and Heterocyclic N-oxides Synthesis of Substituted Pyridines, Piperidines and Piperazines

ATTEMPTED PREPARATION OF N-SUBSTITUTED DIPHENYLCYCLOPROPENEIMINE N-OXIDE

The reaction of diphenylcyclopropenone with several N-substituted hydroxylamine and primary amines are investigated. Most of these reactions led to ring opened or ring enlarged products, instead of the desired N-Oxide or imine. The reaction of cyclopropeneimine with peracid-another possible route to N-substituted cyclopropeneimine N-Oxide is studied. Most of the unexpected products are ide...

Library-to-Library Synthesis of Highly Substituted α-Aminomethyl Tetrazoles via Ugi Reaction

α-Aminomethyl tetrazoles, recently made accessible by an Ugi multicomponent reaction (MCR), were shown to be excellent starting materials for a further Ugi MCR, yielding substituted N-methyl-2-(((1-methyl-1H-tetrazol-5-yl)methyl)amino)acetamides having four points of diversity in a library-to-library approach. The scope and limitations of the two-step sequence was explored by conducting more th...

Efficient and versatile COMU-mediated solid-phase submonomer synthesis of arylopeptoids (oligomeric N-substituted aminomethyl benzamides).

The development of a highly efficient methodology for solid-phase synthesis of para- and meta-arylopeptoids (oligomeric N-substituted aminomethyl benzamides) with free acids or free amides at the C-terminus is described. The arylopeptoids were synthesised by means of a convenient submonomer protocol in which the arylopeptoid residues were created in an iterative manner on the growing chain usin...

Solid-phase synthesis of N-substituted glycine oligomers (alpha-peptoids) and derivatives.

Peptoids (N-substituted polyglycines and extended peptoids with variant backbone amino-acid monomer units) are oligomeric synthetic polymers that are becoming a valuable molecular tool in the biosciences. Of particular interest are their applications to the exploration of peptoid secondary structures and drug design. Major advantages of peptoids as research and pharmaceutical tools include the ...