Synthesis of heteroaromatic compounds

Collins I, Rapid analogue synthesis of heteroaromatic compounds, J. Chem. Soc., Perkin Trans., 1 2845-2861, 2000. 

Olefin cross-metathesis for the synthesis of heteroaromatic compounds 120BC1322. 

Synthesis of P-nitroamines via Mannich and aza-Henry reactions including the synthesis ofnitro N- and S-heterocycles 13COC1200. Synthesis of heteroaromatic compounds by newly extended Pummerer reactions 13YGK341. 

Recently, application of the Pd-catalyzed double carbonylation process to synthesis of heteroaromatic compounds has been reported using 2- and 4-iodopyridines as the starting materials-t" ... 

The rapid synthesis of heteroaromatic Hantzsch pyridines can be achieved by aromatization of the corresponding 1,4-DHP derivative under microwave-assisted conditions [51]. However, the domino synthesis of these derivatives has been reported in a domestic microwave oven [58,59] using bentonite clay and ammoniiun nitrate, the latter serving as both the source of ammonia and the oxidant, hi spite of some contradictory findings [51,58,59], this approach has been employed in the automated high-throughput parallel synthesis of pyridine libraries in a 96-well plate [59]. In each well, a mixture of an aldehyde, ethyl acetoacetate and a second 1,3-dicarbonyl compound was irradiated for 5 min in the presence of bentonite/ammonium nitrate. For some reactions, depending upon the specific 1,3-dicarbonyl compound used. 

Sturmer DM (1977) Synthesis and properties - cyanine and related dyes. In Weissberger A, Taylor EC (eds) The chemistry of heteroaromatic compounds, vol 30. Wiley, New York... 

The reactions of heteroaromatic compounds such as furans, pyrroles, and indoles with alkynoates proceed under very mild conditions (in acetic acid or even in neutral solvents such as CH2C12 at room temperature). For example, the reaction of pyrrole with ethyl phenylpropiolate gives the 2-alkenylated pyrrole (Equation (44)).47c This reaction is applied to the direct synthesis of a /3-alkenylpyrrole, the pyrrole fragment of haemin (Equation (45)).47d The present reaction provides a very convenient method for functionalization of arenes and heteroarenes. 

A new class of heteroaromatic compound was introduced by the synthesis of a diphosphathienoquinone (20). It can be reduced to a semiquinone radical anion and dianion at lower potentials than phosphaalkenes. The ESR spectrum indicates that the two P atoms are not equivalent213. 2,4>6-Tricyano- 1,3,5-triazine undergoes dimerization to yield 4,4, 6,6 -tetracyano-2,2 -bitriazine214. 

Ring Synthesis of Heteroaromatic Nitro Compounds S. Rajappa and M. D. Nair, Adv. Heterocycl. Chem., 1979, 25, 113-145. 

Homolytic substitution of heteroaromatic compounds, 16, 123 Hydantoins, chemistry of, 38, 177 Hydrogen cyanide derivatives, synthesis of heterocycles from, 41, 1 Hydrogen exchange base-catalyzed, 16, 1 one-step (labeling) methods, 15, 137 Hydrogenated porphyrin derivatives hydroporphyrins, 43, 73 Hydroxamic acids, cyclic, 10, 199 1 -Hydroxyindoles, 1 -hydroxytryptophans, and 1-hydroxytryptamines,... 

Reissert compounds, 9, I 24, 187 Ring closure of ortlio-substituted t-anilines, heterocycles by, 14, 211 Ring-opening of flve-membered heteroaromatic anions, 41, 41 Ring synthesis of heteroaromatic nitro compounds, 25, 113 Ring transformations and cyclizations on reaction of azines with bifunctional nucleophiles, 43, 301 of five-membered heterocycles, 56, 49... 

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