Selectfluor and alcohol-mediated synthesis of bicyclic oxyfluorination compounds by Wagner–Meerwein rearrangement

• Ziya Dağalan,
• Muhammed Hanifi Çelikoğlu,
• Saffet Çelik,
• Ramazan Koçak and
• Bilal Nişancı

Beilstein J. Org. Chem. 2024, 20, 1462–1467, doi:10.3762/bjoc.20.129

• rearrangement using benzonorbornadiene and the chiral natural compound (+)-camphene as bicyclic alkenes, selectfluor as an electrophilic fluorine source, and water and various alcohols as nucleophile sources. The structure of bicyclic oxy- and alkoxyfluorine compounds was determined by NMR and QTOF-MS analyses

• ] and many more (Figure 1). On the other hand, with unusual geometry and high reactivity norbornadiene and benzonorbornadiene derivative bicyclic compounds attract great attention by researchers with their use as building blocks in different application areas such as polymers, solar energy storage

• study, benzonorbornadiene (1a) and the chiral natural product (+)-camphene (1b) were used as bicyclic alkenes. Safe, easily soluble, easy to use, stable solid, reactive and commercial available selectfluor [18][27][28] was selected for electrophilic fluorination source. Water and various alcohols were

Transition-metal-catalyzed domino reactions of strained bicyclic alkenes

• Austin Pounder,
• Eric Neufeld,
• Peter Myler and
• William Tam

Beilstein J. Org. Chem. 2023, 19, 487–540, doi:10.3762/bjoc.19.38

Photochemical approach to functionalized benzobicyclo[3.2.1]octene structures via fused oxazoline derivatives from 4- and 5-(o-vinylstyryl)oxazoles

• Ivana Šagud,
• Simona Božić,
• Željko Marinić and
• Marija Šindler-Kulyk

Beilstein J. Org. Chem. 2014, 10, 2222–2229, doi:10.3762/bjoc.10.230

• . Related benzobicyclo[3.2.1]octen-3-ones have been prepared by the method of Lansbury from chloroallylindene [43][44][45], by carbene reaction from benzonorbornadiene [46][47] or by intramolecular insertion of the vinyl group into a carbon–carbon single bond using organometallic catalysts [48]. Herein we

Synthesis and Diels–Alder cycloaddition reaction of norbornadiene and benzonorbornadiene dimers

• Bilal Nişancı,
• Erdin Dalkılıç,
• Murat Güney and
• Arif Daştan

Beilstein J. Org. Chem. 2009, 5, No. 39, doi:10.3762/bjoc.5.39

• Bilal Nisanci Erdin Dalkilic Murat Guney Arif Dastan Atatürk University, Faculty of Science, Department of Chemistry, 25240 Erzurum-TURKEY 10.3762/bjoc.5.39 Abstract Dimeric forms of norbornadiene and benzonorbornadiene were synthesized starting with known monobromide derivatives. The Diels–Alder

• cycloaddition reaction of dimers with TCNE and PTAD was investigated and new norbornenoid polycyclics were obtained. All compounds were characterized properly using NMR spectroscopy. Keywords: benzonorbornadiene; Diels–Alder reaction; norbornadiene; Stille coupling; Introduction Norbornadiene (1) and related

• rearrangement [12][13][14][15], as well as in other instances [16][17][18][19][20][21][22]. Therefore, functionalizations of these compounds are important. In this study, we investigated the synthesis and Diels–Alder cycloaddition reaction of norbornadiene and benzonorbornadiene dimers. Results and Discussion