Abstract:
The aim of the construction of diverse molecular architectures, required to serve
mankind in a variety of ways, is guided by the transformation of a fundamental
framework via efficient complexity-generating reactions. Strategies involved in any
such venture should be simple, practical, scalable and economical. These prerequisites
motivate the organic chemists to explore the potential of simple synthetic
intermediates, incorporating flexibility and functionalities, to reach different structural
targets. Owing to the propensity to deliver multifunctional products suitable for
synthetic tailoring, the MBH reaction has achieved remarkable success in synthetic
organic chemistry. Amongst a variety of synthons efficiently afforded from the MBH
adducts, allylamines and 1,3-amino alcohols are considered to be of great value since
they have been exemplified to be versatile source to an array of important structural
motifs. This endeavour incorporates the studies related to the chemical
transformations of these two intermediates essentially for the synthesis of azaheterocycles.
The first chapter contains a review of the literature showcasing the synthetic
strategies employed to obtain 5-, 6- and 7-membered aza-heterocycles from
differently substituted allylamines. In the end of the chapter a rationale for performing
the present work has been included. The second chapter comprises of the studies
carried out for the construction of aza-heterocycles from the primary allylamines
derived from the MBH adducts. The synthetic potential of the secondary allylamines
and 1,3-amino alcohols for affording nitrogen-heterocycles is presented in the third
chapter. The results related to the investigation of reactivity of different
pyrazolecarbaldehydes towards MBH reaction are included in the fourth chapter. This
chapter also includes the studies related to transformation of the aforementioned
MBH adducts to pyrazole-annulated systems via cross coupling reactions. The work
on hybrid antimalarials containing the allylamines or 1,3-amino alcohols on the
quinoline or quinazoline core has been described in the fifth chapter. The results
related to the biological screening of several compounds generated during the present
endeavour are presented at the end of the respective chapter. Perspectives drawn from
the present work and the literature appearing during the period of accomplishment of this work are compiled at last. Most of the novel observations made during the present
work were published which are listed at the end. All the chapters have separate
compound numbering in Arabic and bibliography.
