Transition-metal-catalyzed C–H bond activation as a sustainable strategy for the synthesis of fluorinated molecules: an overview

• Louis Monsigny,
• Floriane Doche and
• Tatiana Besset

Beilstein J. Org. Chem. 2023, 19, 448–473, doi:10.3762/bjoc.19.35

• reported the first palladium-catalyzed C(sp2)–SCF2CO2Et bond formation by C–H bond activation (Scheme 16) [138]. In the presence of the electrophilic SCF2CO2Et source X, the methodology was successfully applied for the functionalization of 2-arylpyridine derivatives 35a–i as well as 2-vinylpyridine

Bromide-assisted chemoselective Heck reaction of 3-bromoindazoles under high-speed ball-milling conditions: synthesis of axitinib

• Jingbo Yu,
• Zikun Hong,
• Xinjie Yang,
• Yu Jiang,
• Zhijiang Jiang and
• Weike Su

Beilstein J. Org. Chem. 2018, 14, 786–795, doi:10.3762/bjoc.14.66

• corresponding coupling products 3aa and 3af in considerable yields. The scope of the reaction with respect to the olefins was also extensively investigated and encompasses acrylates 2a, acrylamides 2b and 2c, styrenes 2f–m and 2-vinylpyridine (2n). In addition, even non-activated allylbenzene 2o and

A cross-metathesis approach to novel pantothenamide derivatives

• Jinming Guan,
• Matthew Hachey,
• Lekha Puri,
• Vanessa Howieson,
• Kevin J. Saliba and
• Karine Auclair

Beilstein J. Org. Chem. 2016, 12, 963–968, doi:10.3762/bjoc.12.95

• -methoxybenzaldehyde acetal protecting group in 9 is believed to tie back the alcohols and prevent them from coordinating and deactivating the ruthenium catalyst. When testing the scope of the metathesis reaction with 9, a variety of partners were chosen, including not only acrylic acid (10a), but also 2-vinylpyridine

• low yields might be explained by homodimerization of the acrylamide moiety. 2-Vinylpyridine (10b) reacted in even lower yields (14%), as expected based on the known deactivation of catalyst 3 in the presence of pyridinyl ligands [22]. A previous work by Grubbs and co-workers has demonstrated that

• -assisted cross-metathesis reactions were complete in a fraction of the time required for the thermal process and provided a cleaner reaction [24][25][26][27]. In the cases of 2-vinylpyridine (10b) and pentylacrylamide (10d), not only did the reaction mixture appear cleaner by TLC, but a dramatic increase

A promising cellulose-based polyzwitterion with pH-sensitive charges

• Thomas Elschner and
• Thomas Heinze

Beilstein J. Org. Chem. 2014, 10, 1549–1556, doi:10.3762/bjoc.10.159

• the same monomer unit [1]. The first statistical, synthetic polyampholytes were obtained in the 1950s by radical polymerization of acrylic- or methacrylic acid and their derivatives [5][6][7]. 20 years later the first block polyampholytes were synthesized via anionic polymerization of 2-vinylpyridine

Palladium(II)-catalyzed Heck reaction of aryl halides and arylboronic acids with olefins under mild conditions

• Tanveer Mahamadali Shaikh and
• Fung-E Hong

Beilstein J. Org. Chem. 2013, 9, 1578–1588, doi:10.3762/bjoc.9.180

• % isolated yields of 3l and 3m. To investigate whether the reaction was compatible with a heteroaryl olefin, 2-vinylpyridine (2m) was subjected to this reaction. It produced the corresponding coupled product 3n in 78% yield (Table 2, entry 17). Furthermore, using these optimized conditions, bromobenzene (1a

Novel multi-responsive P2VP-block-PNIPAAm block copolymers via nitroxide-mediated radical polymerization

• Cathrin Corten,
• Katja Kretschmer and
• Dirk Kuckling

Beilstein J. Org. Chem. 2010, 6, 756–765, doi:10.3762/bjoc.6.89

• block copolymers are able to form so called schizophrenic micelles in aqueous solution. Here, such polymers are prepared via nitroxide-mediated radical polymerization (NMRP). In a first step nitroxide-terminated poly(2-vinylpyridine) (P2VP) was prepared with different molecular weights and narrow

• delivery systems. Keywords: block copolymers; N-isopropylacrylamide; nitroxide-mediated radical polymerization; stimuli-responsive polymers; 2-vinylpyridine; Introduction Functional polymers have attracted much attention because of their technological and scientific importance. Polymers, which respond

• to from stable micelles with PDEA cores. The formation of inverted micelles (PMEMA core) was achieved by a “salting out” effect by adding electrolytes to the aqueous solution. The synthesis of polyampholytes from P2VP as a basic block was reported in several papers, e.g., poly(2-vinylpyridine-block