An efficient synthesis of highly substituted pyrrole and bis pyrrole derivatives is reported.

Acid. -The TosOH-catalyzed condensation of amino alcohol (I) with cresols affords the C-arylated products (III) instead of the expected phenol ethers (yields not given). -(GOPALAKRISHNAN*, M.; SURESHKUMAR, P.; KANAGARAJAN, V.; THANUSU, J.; GOVINDAN, S.; GHANTA, M. R.; Synth.

Preparation of some new carbazolyloxy propanolamine derivatives and their cyclization into corresponding oxazolidinonyl/oxazolidinyl carbazole derivatives were described. Introductionß-Adrenergic blocking agents (ß-bIockers) M mostly comprising of ß-amino alcohols are of pharmaceutical significance and have received major attention due to their utility in the management of cardiovascular disorders 1 including hypertension, 6 anginapectoris, cardiac arrhythmias, and other disorders 7 related to the sympathetic nervous system.Aryloxypropanolamine structure is the key pharmacophore in ß-Blockers. 8 Propranolol 3 is the prototype agent for this class of compounds. While propranolol affects βι and ß2 receptors, other drugs such as atenolol 9 and metoprolol 10 have greater affinity for βι receptors and are described as cardioselective. Betaxolol" is the most β, selective of the currently available agents.As a part of our studies towards the synthesis of new drug candidates, we have prepared some new carbazolyloxy propanolamine derivatives and their corresponding cyclised compounds to study their ß-blocking activity. Results and discussionOxirane ring opening in carbazole propyloxy epoxide 1 by using aliphatic and aromatic amines as nucleophiles served as an apt pathway in getting the desired amino alcohols. Required precursor 1 was prepared by a known procedure by condensing 4-hydroxy carbazole with epichlorohydrin. 12 Thus, epoxy compound 1 smoothly provided l-(9//-carbazol-4 yloxy)-3-((4-methoxy phenyl) amino)-propan-2-ol (2a) on reacting with 4-methoxy aniline in refluxing toluene. Several aromatic and aliphatic amines were employed to provide corresponding amino alcohols 2b-l (Table-1).

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SummaryThe reaction of 2-[2-(4-fluorophenyl)-2-oxo-1-phenylethyl]-4-methyl-3-oxo-pentanoic acid phenylamide with tertiary butyl carbazate and subsequent condensation of the resulting carbamate derivative with a chalcone provided a facile new approach to pyrrolo[1,2-b]pyridazine derivatives.