Khristo Ivanov continued the research started by his predecessor Dimitar Ivanov of the
Bulgarian Academy of Sciences, publishing over 125 scientific papers and raising the Bulgarian school of Organic Chemistry to an international level. His main interests focused on the reactivity of CH-acidic compounds in an attempt to solve fundamental problems in the chemistry of
carbanions and
organometallic compounds. The results obtained allowed the elaboration of various synthetic methods for preparation of new organic compounds. In collaboration with Peter Markov, Ivanov established for the first time the possibility for metalation of CH-acidic compounds with
magnesium in liquid
ammonia. He attempted to clarify the structure of the prepared organomagnesium compounds and explained the obtained results with the phenomenon of metalotropy. In acknowledgement of these scientific achievements the team was given in 1979 the
Prof. Asen Zlatarov Award by the
Bulgarian Academy of Sciences. The Laboratory of Organic Synthesis supervised by Ivanov also achieved a number of breakthroughs in organic synthesis. New synthetic methods were developed, involving the reaction of ambident nucleophilic reagents (prepared by metalation of esters,
nitriles and amides of alkanoic and arylacetic acids) with N-acylated aldimines and ketimines. The resulting new derivatives of 3-acylaminopropanoic acids were transformed into various
heterocyclic compounds:
beta-lactams, 1,3-
oxazines, 2-imidazolidinones, etc. Ivanov and his lab studied in detail the reaction of 2-benzylbenzazoles with aromatic
aldehydes under phase-transfer
catalysis or in aprotic
solvents in the presence of a water solution of
sodium hydroxide leading to 2-styrylbenzazols or alcohols having a benzazole ring. Detailed studies have been done under the conditions of the Michael reaction on the addition of metallic derivatives of CH-acidic compounds to substrates containing
carbonyl or azomethine group or to substrates with an activated double bond. Ivanov was the initiator of studies on the reaction of nucleophilic reagents with
coumarins. A new interesting rearrangement of 3-substituted coumarins to 2-oxochromans-4-acetic acid derivatives was found for the first time. It is used for elaboration of preparative methods for conversion of nitriles, esters and amides of coumarin-3-carboxylic acid into the corresponding rearranged products. == References ==