Exploration of the use of 1,2-Diamines in Fused Heterocycle Synthesis: An Opportunity for Array Synthesis.
Lead Research Organisation:
University College London
Department Name: Chemistry
Abstract
Molecules containing rings of carbon and nitrogen atoms are prevalent in many biologically active molecules, dyes and new materials. In particular a large proportion of medicines contain this structural element. We propose to investigate the use of a straight chain molecule containing two nitrogen atoms, which upon cyclisation onto itself will give two different sorts of ring compounds, each containing a different one of the two nitrogen atoms. We aim to find conditions which control this cyclisation so we can make either cyclic form at will. We have already invented an efficient way of preparing the straight chain molecules containing two nitrogen atoms and we want to use these unique structures to make a large variety of unique ring compounds. These novel ring compounds can be made even more diverse by starting with more complex starting materials which we use to make the straight chain compounds from. In particular we want to investigate the addition of carbon containing groups to the reaction that prepares the straight chain molecules. The preparation of a large selection, an array, of ring compounds will be developed in industry by techniques that are efficient in time and resources, to give promising drug candidates for medicine.
Organisations
People |
ORCID iD |
James Anderson (Principal Investigator) |
Publications
Anderson J
(2014)
Conjugate addition nitro-Mannich reaction of carbon and heteroatom nucleophiles to nitroalkenes
in Tetrahedron
Anderson J
(2012)
An intramolecular nitro-Mannich route to functionalised tetrahydroquinolines
in Tetrahedron Letters
Anderson J
(2014)
Diastereoselective synthesis of ß-aminosulfones from the 1,2-addition to N-(para-methoxyphenyl) imines
in Tetrahedron Letters
Anderson JC
(2015)
Stereoselective synthesis of 1,2-diamine containing indolines by a conjugate addition nitro-Mannich reaction.
in Organic & biomolecular chemistry
Anderson JC
(2016)
Reductive conjugate addition nitro-Mannich route for the stereoselective synthesis of 1,2,3,4-tetrahydroquinoxalines.
in Organic & biomolecular chemistry
Anderson JC
(2012)
Reductive nitro-Mannich route for the synthesis of 1,2-diamine containing indolines and tetrahydroquinolines.
in The Journal of organic chemistry
Anderson JC
(2017)
Base-Controlled Diastereoselective Synthesis of Either anti- or syn-ß-Aminonitriles.
in Organic letters
Noble A
(2013)
Nitro-Mannich reaction.
in Chemical reviews
Description | We developed new ways of preparing certain heterocyclic molecules that are prominent in many biologically active molecules of interest to the pharmaceutical industry. |
Exploitation Route | The method will be used by researchers wanting to make analogous molecules. Some of the concepts we developed could be used to tackle other synthetic problems. |
Sectors | Chemicals,Healthcare,Pharmaceuticals and Medical Biotechnology |
Description | They have been used by us to develop the reaction further. |
First Year Of Impact | 2011 |