Cyclization and Aryne Chemistry

Dihydrobenzisoxazoles are readily prepared in good yields by the [3 + 2] cycloaddition of oxaziridines and arynes. The reaction involves an unusual cleavage of the C-O bond of the oxaziridine and tolerates a variety of substituents on the oxaziridine and the o-(trimethylsilyl)aryl triflate to form aryl-, heteroaryl-,…

• ARİF KIVRAK

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• SENEM AKKOÇ

6pi electrocyclizations of dienylketenes to 2,4-cyclohexadienones have been investigated at the (U)B3LYP/6-31G level and found to be a favored and exothermic process for most dienylketenes. As evidenced by calculations, dienylketene cyclizations proceed via a pseudopericyclic process. If the terminal double bond of di…

• METİN ZORA

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSynthesis of a New System Containing a Pyramidalized Double Bond: cis-Dicarbomethoxydihydroheptalene and Its Reaction with BenzyneAbdullah Menzek, Nurullah Saracoglu, Mariusz Krawiec, William H. Watson, and Metin BalciCite this: J. Org. Chem. 1995, 60, 4, 829–832Publication…

• NURULLAH SARAÇOĞLU

The [2 + 2] cycloadditions of cyclopentyne and benzyne to ethylene are explored at the B3LYP and CASSCF levels, supplemented by CCSD(T) and CAS-MP2 calculations at the stationary points. The biradical path in the benzyne system is computed to be about 4.1 kcal/mol lower than the concerted path, consistent with the exp…

• ARMAĞAN KINAL

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• ŞARON ÇATAK

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• ÇETİN BAYRAK
• ERTAN ŞAHİN

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTA seven-membered-ring allene dimer: synthesis of 1,2-benzo-1,3,4-cycloheptatriene and attempted synthesis of 1,2-benzo-1,4,5-cycloheptatrieneY. Kemal Yildiz, Hasan Secen, Mariusz Krawiec, William H. Watson, and Metin BalciCite this: J. Org. Chem. 1993, 58, 20, 5355–5359Publi…

• HASAN SEÇEN

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• NURULLAH SARAÇOĞLU

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• NURULLAH SARAÇOĞLU

Thermal intramolecular Diels–Alder (IMDA) reaction of furan cored compounds has been further investigated; a series of key precursors to the IMDA reaction of furan diene (9a–c) have been prepared via facile alkylation and protection. While the cycloaddition process for (10a–c) was afforded in hot toluene, a commercial…

• ERSEN GÖKTÜRK

The symmetrical carbonates 5-8 were prepared from ethyl 4-hydroxybenzoates with aryl-, 4-(arylethynyl)-phenyl-, arylethynyl- or arylbutadiynyl-substituents in the 3- and 5-positions, by reaction with triphosgene. The choice of base (pyridine, DMAP, NaH) had a strong influence on the conversion: For the synthesis of th…