Cleavage and reactions of some NH-BOC protected 1-aminopyrroles: a new one-pot route to pyrrolo[1,2-b][1,2,4]triazines together with spectroscopic and X-ray studies

Arylglyoxals in Synthesis of Heterocyclic Compounds

“…HCl in THF at 0 °C, followed by standing at room temperature for 22–72 h, highly substituted pyrrolo[1,2- b ]-1,2,4-triazines 544 were obtained as two regioisomers, 544a and 544b , in 11–44% and 8–75% yields, respectively. Reactions were carried out by one-pot cleavage of the protecting group and subsequent condensation with PG-hydrate (Scheme ) …”

“…Reactions were carried out by one-pot cleavage of the protecting group and subsequent condensation with PG-hydrate (Scheme 161). 597 The preparation of imidazo[1,2-b]-1,2,4-triazines 546 were reported by Lalezari et al 598 substituted 1,2-diaminoimidazoles 545. The reactions were conducted by refluxing a solution of PG-oxime and 545 in EtOH for 1 h, followed by addition of HCl and refluxing for additional 4 h to give 546a in 31−59% yields.…”

1,2-Diaza-1,3-butadienes: just a nice class of compounds, or powerful tools in organic chemistry? Reviewing an experience

“…1,2-Diaminopyrroles, 19, and pyrrolo [2,3-b]pyrroles, 20, were furnished by treatment of DBD, 1, with malononitrile, 56,57 β-cyano esters, 56 β-cyano ketones, 58 β-cyano amides, 57,58,90 remotely activated nitriles, 57,60 and β-cyanophosphonates, 57,62 18, in equimolar ratio or in molar excess, respectively, through [3+2] annulation on the same cyano function. Examples of complex heterocycle structures derived from diaminopyrroles 19 are also shown in Scheme 9.…”

Synthesis of 2-Phosphonopyrroles via a One-Pot RCM/Oxidation Sequence

“…One example was presented in which a BOC-protected 3-oxo-2-phosphonopyrrolidine was converted to the corresponding 3-hydroxy-2-phosphonopyrrole by treatment with trifluoroacetic acid . On the other hand, addition of enolates and enamines to phosphonoazoalkenes or addition of cyano methylphosphonate anion to azoalkenes was shown to lead to 3-phosphonopyrroles. Finally, only one example of a meta-mediated ring closure between an alkyne and a C−N double bond using Pd has been reported .…”