30203-92-0Relevant academic research and scientific papers
Photocatalytic Dehydroxymethylative Arylation by Synergistic Cerium and Nickel Catalysis
Chen, Yuegang,Wang, Xin,He, Xu,An, Qing,Zuo, Zhiwei
supporting information, p. 4896 - 4902 (2021/05/04)
Under mild reaction conditions with inexpensive cerium and nickel catalysts, easily accessible free alcohols can now be utilized as operationally simple and robust carbon pronucleophiles in selective C(sp3)-C(sp2) cross-couplings. Facilitated by automated high-throughput experimentation, sterically encumbered benzoate ligands have been identified for robust cerium complexes, enabling the synergistic cooperation of cerium catalysis in the emerging metallaphotoredox catalysis. A broad range of free alcohols and aromatic halides can be facilely employed in this transformation, representing a new paradigm for the C(sp3)-C(sp2) bond construction between free alcohols and aryl halides with the extrusion of formaldehyde. Moreover, mechanistic investigations have been conducted, leading to the identification of a tribenzoate cerium(III) complex as a viable intermediate.
Visible-light-mediated external-reductant-free reductive cross coupling of benzylammonium salts with (hetero)aryl nitriles
Miao, Meng,Liao, Li-Li,Cao, Guang-Mei,Zhou, Wen-Jun,Yu, Da-Gang
, p. 1519 - 1524 (2019/11/03)
Herein we report a novel visible-light-mediated external reductant-free reductive cross coupling for the construction of C sp2–C sp3 bonds. A variety of benzylammonium salts underwent selective coupling with (hetero)aryl nitriles to
A SO2F2 mediated mild, practical, and gram-scale dehydroxylative transforming primary alcohols to quaternary ammonium salts
Zhao, Chuang,Zha, Gao-Feng,Fang, Wan-Yin,Alharbi, Njud S.,Qin, Hua-Li
, p. 4648 - 4656 (2019/07/12)
A simple, practical and gram-scale process for direct transformation of primary alcohols or silyl ethers to ammonium salts was developed. This method has the feathers of easy work-up (a simple filtration), mild condition, high yield, great practicality and robustness. And the application of the ammonium salts in Suzuki coupling reaction was also accomplished.
Deoxygenative cross-electrophile coupling of benzyl chloroformates with aryl iodides
Pan, Yingying,Gong, Yuxin,Song, Yanhong,Tong, Weiqi,Gong, Hegui
, p. 4230 - 4233 (2019/05/06)
This work describes Ni-catalyzed cross-electrophile coupling of benzyl chloroformate derivatives with aryl iodides that generates a wide range of diaryl methane products. The mild reaction conditions merit the C-O bond radical fragmentation of benzyl chloroformates via halide abstraction or a single electron reduction by a Ni catalyst. This work offers a new substrate type for cross-electrophile couplings.
Palladium catalyzed Suzuki cross-coupling of benzyltrimethylammonium salts via C-N bond cleavage
Wang, Tao,Yang, Shuwu,Xu, Silin,Han, Chunyu,Guo, Ge,Zhao, Junfeng
, p. 15805 - 15808 (2017/03/22)
A palladium catalyzed Suzuki cross-coupling for construction of Csp3-Csp2 bond via Csp3-N bond activation of benzyltrimethyl-ammonium salt is described. This reaction not only offered a highly efficient approach to diarylmethanes but also paved the way for the application of benzyltrimethylammonium salts in the palladium catalyzed cross coupling reactions.
