Syntheses and reactivity of naphthalenyl-substituted arenediynes.
نویسندگان
چکیده
A series of naphthalenyl-substituted arenediynes were prepared to examine photochemical reactivity. For naphthalen-1-ylethynyl arenediyne, 350 nm photolysis resulted in a tandem [2 + 2] photocycloaddition to afford cyclobutene adducts. For naphthalen-2-ylethynyl derivatives, electron-donating methoxy substituents were found to facilitate C(1)-C(6) Bergman cyclization at 300 nm. Theoretical calculations provided further insight into thermal and photochemical reactivity.
منابع مشابه
Syntheses of Substituted 1,3,4-Oxadiazole, 1,3,4-Thiadiazole and 1,2,4-Triazole Derivatives as Potential Antimicrobial Agents
A series of 2-(4-nitro-1-imidazolylmethyl)-1,3,4-oxadiazole, 1,3,4-triazole and 3-(4-nitro-1-imidazolylmethyl)-1,2,4-triazole derivatives were synthesized and tested for their antimicrobial activity. Some of the tested compounds were active against Staphylococcus aureus, Staphylococcus epidermidis, Bacillus subtilis, Clostridium difficile, Aspergillus niger and Cryptococcus neoformans.
متن کاملSyntheses, Antibacterial and Antifungal Activities of Substituted-Thiazolo-1,3,4-Thiadiazoles, 1,3,4-Oxadiazoles and 1,2,4-Thiazoles
Starting from readily available 2-substituted-4-methylthiazole-5-carboxylic acid hydrazide (1), The title compounds were prepared. The reaction of compound 1 (R=CH3) with formic acid yielded 1-(formyl)-2-(2,4-dimethylthiazole-5-carboxyl) hydrazine (2). Refluxing the latter with phosphorous pentasulfide in xylene afforded compound 3, the reaction of compound 2 with phosphorous pen...
متن کاملSyntheses, Characterization and Solvatochromism Study of Heteroleptic Chelated Copper(II) Complexes Containing N,N- dibezyl Substituted Ethylenediamine and Acetylacetonate Ligands
A series of new heteroleptic chelated copper(II) complexes that encompass N,N-dibezyl substituted derivative of ethylenediamine (X-diamine) and acetylacetonate (acac) were prepared. The IR and electronic absorption spectra and the molar conductivity of the complexes are presented and discussed. The molar conductivity values of the complexes in different solvents reveals a predominance of elec...
متن کاملNITROIMIDAZOLES VII [I]. SYNTHESES, ANTIBACTERIAL AND ANTIFUNGAL ACT I V I T I E S OF 4 - S U B S T I T U T E D - 2 - TWIAZOLYLHYDRAZONES
Reaction of readily available 2-formyl -1-methyl-5-nitroimidazole (1) with 4-substituted-2-hydrazinothiazoles (2) afforded 2-formyl-l-methyl-5- nitroimidazole 4-substituted -2- thiazolylhydrazones (3). Reaction of thiochromitn-4-one (4) with thiosemicarbazide gave thiochroman-4- one thiosemicarbazone (5). Reaction of compound 5 with clc- haloaldehyde or ketones y ielded thiochroman--#-one ...
متن کاملREACTIVITY OF N-SUBSTITUTED p-BENZO AND p-NAPHTHOQUINONEIMINE N-OXIDES TOWARD DIPOLAROPHILES
The dipolar cycloaddition reactivity of N-(1-naphthy1)-1,4- benzoquinoneimine N-oxide and N-phenyl-1,4- naphthoquinoneimine Noxide are investigated, The latter gives the expected adducts with common dipolarophiles such as acrylonitryle, methyl methacrylate, dimethylacetylene dicarboxylate and N-phenylmaleimide. The reactivity of the former nitrone is found to be minimal. It undergoes, how...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic letters
دوره 13 14 شماره
صفحات -
تاریخ انتشار 2011