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Search for "diazepines" in Full Text gives 8 result(s) in Beilstein Journal of Organic Chemistry.
Construction of diazepine-containing spiroindolines via annulation reaction of α-halogenated N-acylhydrazones and isatin-derived MBH carbonates
Beilstein J. Org. Chem. 2023, 19, 1923–1932, doi:10.3762/bjoc.19.143
- . Additionally, the similar reaction with α-halogenated N-tosylhydrazones also afforded N-tosyl-substituted spiro[indoline-3,5'-[1,2]diazepine] in satisfactory yields. This protocol provides a convenient approach for the assembly of diverse highly functionalized spiro[indoline-3,5'-[1,2]diazepines] and also
- alternative synthetic methodologies for functionalized 1,2-diazepines has drawn extensive attention [14][15][16][17][18][19][20][21]. One of the most attractive strategies to synthesize the 1,2-diazepine motif represents the [4 + 3] cycloaddition reaction between activated azoalkenes and 1,3-dipolarophiles
- [indoline-3,5'-[1,2]diazepines] 3a–m were obtained in reasonable to good yields. Both, α-chloro- and α-bromo-N-acylhydrazones could be successfully used in the reaction and gave similar results. Also, hydrazones with different benzoyl-protecting groups were well tolerated in the reaction. In general, α
Microwave-assisted multicomponent reactions in heterocyclic chemistry and mechanistic aspects
Beilstein J. Org. Chem. 2021, 17, 819–865, doi:10.3762/bjoc.17.71
- ]diazepines 26 using substituted 2-formylbenzoic acids 25, phenylenediamine and tetronic acid with water as solvent (Scheme 8). The mechanism leading to the formation of the final product 24 and 26 involves an initial condensation between tetronic acid and benzene-1,2-diamine to give enaminone A. An
- intermediate B generated by the addition of aldehyde to enaminone A on intramolecular cyclization furnishes the final product 24 via C. Cyclic isoindole-fused furo[1,4]diazepines 26 were obtained by dehydration of the carbonyl group on the aromatic ring on treatment with an amino group. The authors attributed
Synthesis of new tricyclic 5,6-dihydro-4H-benzo[b][1,2,4]triazolo[1,5-d][1,4]diazepine derivatives by [3+ + 2]-cycloaddition/rearrangement reactions
Beilstein J. Org. Chem. 2018, 14, 1826–1833, doi:10.3762/bjoc.14.155
- , then room temperature for 1 h under an atmosphere of N2. bIsolated yields. Synthesis of N(1)-unsubstituted benzo[b][1,2,4]triazolo[1,5-d][1,4]diazepines 13. Reaction conditions: a) compound 11 (1.20 mmol), Pb(OAc)4 (1.44 mmol), CH2Cl2 (10 mL) to give the crude compound 12. b) (i) compound 12 (1.20 mmol
A novel synthetic approach to hydroimidazo[1,5-b]pyridazines by the recyclization of itaconimides and HPLC–HRMS monitoring of the reaction pathway
Beilstein J. Org. Chem. 2017, 13, 2561–2568, doi:10.3762/bjoc.13.252
- -b][1,2]diazepines 10, respectively, can be obtained. As a result of the initial addition of diaminoimidazole 4 as a 1,4-N,N-dinucleophile, intermediates 6 and 7 could be formed, whose heterocyclization with a second amino group could lead to imidazotriazepines 11 and 13 or imidazotriazocines 12 and
4-Pyridylnitrene and 2-pyrazinylcarbene
Beilstein J. Org. Chem. 2013, 9, 754–760, doi:10.3762/bjoc.9.85
- -diazacyclohepta-1,2,4,6-tetraene (20). Further photolysis causes ring opening to the ketenimine 27. Keywords: carbene–nitrene interconversion; diazepines; flash vacuum thermolysis; matrix photochemistry; nitrile ylides; reactive intermediates; Introduction The carbene–nitrene interconversion exemplified with
3-Pyridylnitrene, 2- and 4-pyrimidinylcarbenes, 3-quinolylnitrenes, and 4-quinazolinylcarbenes. Interconversion, ring expansion to diazacycloheptatetraenes, ring opening to nitrile ylides, and ring contraction to cyanopyrroles and cyanoindoles
Beilstein J. Org. Chem. 2013, 9, 743–753, doi:10.3762/bjoc.9.84
- either the nitrenes or the diazacycloheptatetraenes to nitrile ylides. Keywords: carbene-nitrene interconversion; diazepines; flash vacuum thermolysis; matrix photochemistry; nitrile ylides; reactive intermediates; Introduction A multitude of rearrangements of heterocyclic nitrenes have been described
Microwave- assisted ring closure reactions: Synthesis of 8-substituted xanthine derivatives and related pyrimido- and diazepinopurinediones
Beilstein J. Org. Chem. 2006, 2, No. 20, doi:10.1186/1860-5397-2-20
- derivatives by refluxing in HMDS, while the analogous ring closure reactions of imidazo [1,2-c]pyrimidines (e.g. 14) to the corresponding imidazo [1,2,3-cd]purine derivatives, and of pyrimido [1,6-a][1,3]diazepines (e.g. 16) to the diazepino [1,2,3-cd]purine derivatives failed under these conditions (Table 1
One-pot synthesis of novel 1H-pyrimido[4,5-c][1,2]diazepines and pyrazolo[3,4-d]pyrimidines
Beilstein J. Org. Chem. 2006, 2, No. 5, doi:10.1186/1860-5397-2-5
- ]diazepines 3 & 4 and pyrazolo [3,4-d]pyrimidines 6 were regioselectively synthesised by the reaction of 1,3-dimethyl-6-hydrazinouracils 1 with various α,β-unsaturated compounds 2 and α-ketoalkynes 8 in excellent yields. Introduction The importance of uracil and its annelated substrates is well recognized by
- -unsaturated compounds and α-ketoalkynes, which give access to an efficient unprecedented one-pot synthesis of novel pyrimido [4,5-c][1,2]diazepine-6,8-diones 3 or 4 and pyrazolo [3,4-d]pyrimidines 6 in excellent yields. A previous synthesis of pyrimido [4,5-c][1,2]diazepines reported by Mallory et al.[25
- exclusively the pyrimidopyridazine. A literature survey revealed no other reports on the synthesis of pyrimido[1,2]diazepines. In contrast benzodiazepines are extensively studied[28] biologically active molecules and several of its derivatives are drugs in the market. Since the introduction of Librium as a
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