Isobenzofulvenes. I. The in situ preparation of 8,8-Dimethyl- and 8,8-Diphenylbenzo[b]fulveues and their pericyclic reactions with 2π-Cycloaddends

1973 ◽  
Vol 26 (8) ◽  
pp. 1725 ◽  
Author(s):  
PL Watson ◽  
RN Warrener
Keyword(s):  
Spectral Data ◽  
Pericyclic Reactions ◽  
Limited Evidence ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
Orbital Interactions ◽  
Thermal Fragmentation ◽  
In Situ Preparation ◽  
New Compounds

A new route to the generation of the previously undescribed 8,8- dimethyl- and 8,8-diphenyl-benzo[b]fulvene (isobenzofulvenes)? is reported. This method involved the mild thermal fragmentation of 3,6- di(2?-pyridyl)-15-(α,α-disubstituted methylene)-4,5- diazatetracyclo[6,6,1,02,7,09,14]pentadeca-3,5,9,11,13-pentaene (39), which was prepared from the benzyne adduct of the 7-(α,α-disubstituted methylene)bicyclo[2,2,1]-hepta-2,5-diene (36) and 3,6-di(2?-pyridyl)-s- tetrazine (37). This retroversion reaction is one of order [8π+6π] and, based on the limited evidence available, appears to be a non-concerted process. The isobenzofulvenes were readily isolated, in quantitative yield, as [8π+2π] cycloadducts with a variety of electron deficient olefins (tetraenophiles). Mixtures of exo- and endo-adducts were often obtained and their ratios explained in terms of a combination of dipole-dipole, steric, and orbital interactions operative in the respective transition states. Ozonolysis of these adducts yielded products formally derived from cycloadditions to isoindenone, and this represents an excellent route to these compounds. No spectral evidence for the existence of the monomeric isobenzofulvenes could be obtained, although acid-catalysed decomposition of the dimethyl precursor yielded significant proportions of 2-isopropenylindene, which is logically derived from 8,8-dimethylbenzo[b]fulvene. P.m.r. and mass spectral data are reported for all new compounds and briefly discussed where relevant.

Partially oxidized porphyrazines

2006 ◽  
Vol 10 (07) ◽  
pp. 996-1002 ◽  
Author(s):  
Ayhan Nazli ◽  
Ergün Gonca ◽  
Ahmet Gül
Keyword(s):  
Spectral Data ◽  
Elemental Analysis ◽  
Trifluoroacetic Acid ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Ft Ir ◽  
New Compounds

Magnesium porphyrazinate substituted with eight (1-naphthyl) groups on the peripheral positions has been synthesized by cyclotetramerization of 3,4-(1-naphthyl)pyrroline-2,5-diimine, 4-(1-naphthyl)pyrroline-2,5-diimine in the presence of magnesium butanolate. Its demetalation by treatment with trifluoroacetic acid, resulted in a partially oxidized product, namely, octakis(1-naphthyl)-2-seco-porphyrazine-2,3-dione. Further reaction of this product with copper(II) acetate, zinc(II) acetate and cobalt(II) acetate led to the metallo derivatives, [octakis(1-naphthyl)-2-seco-2,3-dioxoporphyrazinato]M(II) ( M = Cu , Zn or Co ). These new compounds have been characterized by elemental analysis, together with FT-IR, 1 H NMR, UV-vis and mass spectral data.

scholarly journals Synthesis of thiourea derivatives bearing the benzo[b]thiophene nucleus as potential antimicrobial agents

2005 ◽  
Vol 70 (6) ◽  
pp. 807-815 ◽  
Author(s):  
K.M. Thakar ◽  
D.J. Paghdar ◽  
P.T. Chovatia ◽  
H.S. Joshi
Keyword(s):  
Spectral Data ◽  
1H Nmr ◽  
Antimicrobial Agents ◽  
Antimicrobial Activities ◽  
Mass Spectral Data ◽  
Thiourea Derivatives ◽  
Mass Spectral ◽  
New Compounds

The synthesis of a group of thiohydantoins and thiobarbiturates derived from 2-N-arylthiopyridocarbonyl-3,5-dichlorobenzo[b]thiophene is described. The structures of the new compounds are supported by IR, 1H-NMR and mass spectral data. These compounds were tested in vitro for their antimicrobial activities.

Synthesis, Characterization and Evaluation of Azetidinylquinolines and Thiazolidinylquinolines as Antibacterial Agents

2014 ◽  
Vol 7 (3) ◽  
pp. 2536-2543
Author(s):  
Shalabh Sharma ◽  
Kuldeep K Saxena
Keyword(s):  
Antibacterial Activity ◽  
Spectral Data ◽  
1H Nmr ◽  
Elemental Analysis ◽  
Antibacterial Agents ◽  
Mass Spectral Data ◽  
Standard Drug ◽  
Mass Spectral ◽  
New Compounds

Several molecules were synthesized like 8-ethoxy-4-methyl-2-amino-(3’-chloro-2’-oxo-4’-substitutedaryl-1’-azeti-dinyl)-quinolines 8-12 and 8-ethoxy-4-methyl-2-amino-(2’-substitutedaryl-4’-oxo-1’,3’-thiazolidin-3’-yl)quinolines 13-17 from 8-ethoxy-4-methyl-2-(substitutedarylidenylimino amino)-quinolines 3-7, and screened to evaluate their antibacterial activity against numerous strains of bacteria        in vitro. The structures of new compounds were established on the basis of their elemental analysis, IR, 1H-NMR and mass spectral data. The results showed that three compounds 10, 11 and 16 were found to exhibit promising antibacterial activity as compared to the standard drug amphicillin.   

scholarly journals New Dihydrochalcone and Propenamide from Lithocarpus polystachyus

2014 ◽  
Vol 9 (5) ◽  
pp. 1934578X1400900
Author(s):  
Xiong Li ◽  
Ya Zhao ◽  
Song Huang ◽  
Weifeng Song ◽  
Xing Zeng ◽  
...  
Keyword(s):  
Spectral Data ◽  
2D Nmr ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
New Compounds

Two new compounds, (E)-4-(3, 4-dihydroxyphenyl)-N-(1-hydroxy-2-(4-hydroxyphenyl) ethyl)-2-oxobut-3-enamide (1) and phloretin2-O-β-D-apiofuranosyl (1→6)-β-D-glucopyranoside (2) were isolated from Lithocarpus polystachyus Rehd. Their structures were determined on the basis of analysis of their 1D and 2D NMR spectroscopic and mass spectral data.

Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles and Their Precursors

1994 ◽  
Vol 59 (8) ◽  
pp. 1892-1896 ◽  
Author(s):  
Eva Jedlovská ◽  
Edita Gavláková
Keyword(s):  
Characteristic Feature ◽  
Spectral Data ◽  
Building Block ◽  
Dipolar Cycloaddition ◽  
Cycloaddition Reactions ◽  
Mass Spectral Data ◽  
Intramolecular Cycloaddition ◽  
Mass Spectral ◽  
H Nmr ◽  
New Compounds

The characteristic feature of many commercial agrochemicals and drugs is the 5-nitro-2-furyl or 2,5-dimethyl-3-furyl building block. Within the scope of our research aimed at utilization of dipolar cycloaddition reactions to prepare new compounds with potential biological and phytoeffectorial activity, we report on the synthesis of some substituted hydrazones I and their intramolecular cycloaddition to 2,5-disubstituted 1,3,4-oxadiazoles II. The basic IR, 1H NMR as well as mass spectral data of final products are presented.

scholarly journals Synthesis and Biological Activity of Novel 6-Substituted Purine Derivatives

2019 ◽  
Vol 54 (2) ◽  
Author(s):  
Yu Lin Hu ◽  
Xiang Liu ◽  
Ming Lu
Keyword(s):  
Biological Activity ◽  
Aspergillus Niger ◽  
Spectral Data ◽  
Elemental Analysis ◽  
Candida Tropicalis ◽  
Disc Diffusion ◽  
Purine Derivatives ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
New Compounds

A series of 6-substituted purines were synthesized from commercially available 2-amino-6-chloropurine with appropriate reagents, and nine new compounds 7, 8, and 11-17 have been discovered. The compounds synthesized were identified by elemental analysis, 1H NMR, as well as mass spectral data. All the title compounds were screened for their antifungal activities, under the method of the disc diffusion, using three species of fungi — Bacillus subtillis, Aspergillus niger, and Candida tropicalis— and some of the compounds showed promising activities.

scholarly journals Green Synthetic Protocol for (E)-1-Aryl-3-(2-morpholinoquinolin- 3-yl)prop-2-en-1-ones and Their Antimicrobial Activity

2019 ◽  
Vol 31 (9) ◽  
pp. 1895-1898
Author(s):  
Relangi Siva Subrahmanyam ◽  
Venkateswara Rao Anna
Keyword(s):  
Antimicrobial Activity ◽  
Spectral Data ◽  
1H Nmr ◽  
13C Nmr ◽  
Mass Spectral Data ◽  
In Vitro Antimicrobial Activity ◽  
Mass Spectral ◽  
Fungal Organisms

We report here an easy, efficient and green synthetic protocol for the (E)-1-aryl-3-(2-morpholinoquinolin-3-yl)prop-2-en-1-ones by the Claisen-Schmidt condensation of 2-morpholinoquinoline-3-carbaldehyde and different substituted acetophenones by using 1-butyl-3-methylimidazolium tetrafluoroborate (Bmim)BF4. The compounds were characterized by using 1H NMR, 13C NMR and mass spectral data and screened there in vitro antimicrobial activity against different bacterial and fungal organisms.

scholarly journals N-(2-(1H-Indol-3-yl)ethyl)-2-(6-methoxynaphthalen-2-yl)propanamide

Molbank ◽  
10.3390/m1187 ◽  
2021 ◽  
Vol 2021 (1) ◽  
pp. M1187
Author(s):  
Stanimir Manolov ◽  
Iliyan Ivanov ◽  
Dimitar Bojilov
Keyword(s):  
Spectral Data ◽  
13C Nmr ◽  
Title Compound ◽  
High Yield ◽  
Mass Spectral Data ◽  
Mass Spectral

The title compound was obtained in high yield in the reaction between tryptamine and naproxen. The newly synthesized naproxen derivative was fully analyzed and characterized via 1H, 13C-NMR, UV, IR, and mass spectral data.

scholarly journals (1R,4S,5S)-5-((3-Hydroxypropyl)amino)-4-((1-Methyl-1H-tetrazol-5-yl)thio)Cyclopent-2-en-1-ol

Molbank ◽  
10.3390/m1199 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1199
Author(s):  
Milene A. G. Fortunato ◽  
Filipa Siopa ◽  
Carlos A. M. Afonso
Keyword(s):  
Spectral Data ◽  
13C Nmr ◽  
Ring Opening ◽  
Environmentally Friendly ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
Excellent Yield ◽  
Ring Opening Reaction ◽  
Nucleophilic Ring Opening

Using environmentally friendly conditions, the nucleophilic ring-opening reaction of 6-azabicyclo[3.1.0]hex-3-en-2-ol with 1-methyl-1H-tetrazole-5-thiol provided a novel thiol-incorporated aminocyclopentitol, (1R,4S,5S)-5-((3-hydroxypropyl)amino)-4-((1-methyl-1H-tetrazol-5-yl)thio)cyclopent-2-en-1-ol, in excellent yield (95%). The newly synthesized compound was analyzed and characterized via 1H, 13C-NMR, HSQC, and mass spectral data.

The NIH/EPA mass spectral data base and search system

1983 ◽  
Vol 47 ◽  
pp. 313-316 ◽  
Author(s):  
S.R. Heller ◽  
W.L. Budde ◽  
D.P. Martinsen ◽  
G.W.A. Milne
Keyword(s):  
Data Base ◽  
Spectral Data ◽  
Mass Spectral Data ◽  
Search System ◽  
Mass Spectral
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