Synthesis of bis(aryloxy)fluoromethanes using a heterodihalocarbene strategy

• Carl Recsei and
• Yaniv Barda

Beilstein J. Org. Chem. 2021, 17, 813–818, doi:10.3762/bjoc.17.70

• was available. We report a simple, new procedure which we applied to the synthesis of some of these unusual structures. Keywords: acetal; aryloxyfluoromethane; dihalocarbene; herbicide; organofluorine; Introduction Organofluorine molecules are widely used for medicinal, agrochemical and material

One hundred years of benzotropone chemistry

• Arif Dastan,
• Haydar Kilic and
• Nurullah Saracoglu

Beilstein J. Org. Chem. 2018, 14, 1120–1180, doi:10.3762/bjoc.14.98

• prepared by reacting α-tetralone (171) with ethyl orthoformate in the presence of an acid catalyst. Subsequent successive reactions are dihalocarbene addition to enolether 172, ring expansion of the adduct 173 to halocycloheptadienone 168, and dehydrohalogenation of 168 with lithium chloride. Later

• synthesis via dihalocarbene addition: Probably one of the most useful methods for the synthesis of halo-benzotropones is the formation of a three-membered intermediate by addition of halocarbenes to alkoxynaphthalenes. The carbene addition step is then a simultaneous ring-opening step to give the

• rather than the 1,2-double bond to 1-methoxynaphthalene (310). The position of the halogen substituent in 311 and 312 was also determined by the cycloadducts 320 and 321 between 5-halo-2,3-benzotropones and maleic anhydride (Figure 14) [185][187]. 6.1.2. Multistep synthesis via dihalocarbene addition: As

Selected synthetic strategies to cyclophanes

• Sambasivarao Kotha,
• Mukesh E. Shirbhate and
• Gopalkrushna T. Waghule

Beilstein J. Org. Chem. 2015, 11, 1274–1331, doi:10.3762/bjoc.11.142

Organic chemistry on surfaces: Direct cyclopropanation by dihalocarbene addition to vinyl terminated self-assembled monolayers (SAMs)

• Malgorzata Adamkiewicz,
• David O’Hagan and
• Georg Hähner

Beilstein J. Org. Chem. 2014, 10, 2897–2902, doi:10.3762/bjoc.10.307

• . Therefore dihalocyclopropanes emerged as an attractive controlled modification particularly as the precursor dihalocarbenes are relatively easily generated [20]. In this context we report dihalocyclopropanation of pre-assembled vinyl-terminated SAMs. Three dihalocarbene modifications were explored involving

• the C 1s XPS signals after treatment of C11-vinyl SAMs with the respective dihalocarbene. Theoretical and experimental ratios of the Br 3d to C 1s, Cl 2p to C 1s and F 1s to C 1s XPS signals of modified C11-vinyl SAMs. Supporting Information Supporting Information File 526: Synthesis protocols and

Branching out at C-2 of septanosides. Synthesis of 2-deoxy-2-C-alkyl/aryl septanosides from a bromo-oxepine

• Supriya Dey and
• Narayanaswamy Jayaraman

Beilstein J. Org. Chem. 2012, 8, 522–527, doi:10.3762/bjoc.8.59

• septanosides, which involved a sequence of dihalocarbene insertion on to an oxyglycal, ring opening of the cyclopropyl moiety with a nucleophile, and oxidation and reduction reactions, so as to permit the expansion of six-membered pyranoses to seven-membered septanosides [21][22][23]. Features of this