51118-08-2Relevant academic research and scientific papers
Construction of 3-Sulfonyl Naphthalenes via Tandem Reaction of 1,4-Diyn-3-yl Esters with Sodium Sulfinates
Guo, Ziyi,Zhao, Yiming,Wang, Yu,Xie, Meihua,Zhang, Jitan
, p. 6247 - 6258 (2021/05/06)
Polysubstituted 3-sulfonyl naphthalenes were constructed in good to high yields by AlCl3-mediated tandem reaction of 1,4-diyn-3-yl esters and sodium sulfinates. This reaction proceeded under mild reaction conditions and tolerated a variety of functional groups. Moreover, the mechanistic studies indicated that the initial formation of allene under DBU from 1,4-diyn-3-yl ester and a sequence of nucleophilic addition of sodium sulfinate, the formation of allene, and intramolecular cyclization might be involved.
Copper-Catalyzed Cascade Aminoalkynylation-Oxidation of Propargylic Alcohols: Stereospecific Synthesis of (Z)-2-Amino Conjugated Enynals/Enynones
Sun, Jiaqiong,Zheng, Guangfan,Fu, Yongmei,Wang, Lihong,Li, Yan,Zhang, Qian
supporting information, p. 5597 - 5600 (2018/09/12)
Copper-catalyzed cascade aminoalkynylation-oxidation of propargylic alcohols has been realized, sterospecifically providing an array of (Z)-2-amino conjugated enynals/enynones in good yields under mild conditions. This transformation involves a rare 1,3-a
Synthesis of highly substituted 3-formylfurans by a gold(I)-catalyzed oxidation/1,2-alkynyl migration/cyclization cascade
Wang, Tao,Shi, Shuai,Hansmann, Max M.,Rettenmeier, Eva,Rudolph, Matthias,Hashmi, A. Stephen K.
supporting information, p. 3715 - 3719 (2014/04/17)
3-Formylfuran derivatives are core structures of a variety of bioactive natural products. However, procedures for their preparation are still rare and generally inefficient in terms of atom economy: These methods require multiple steps or harsh reaction c
Rh(I)-catalyzed decarbonylation of diynones via C-C activation: Orthogonal synthesis of conjugated diynes
Dermenci, Alpay,Whittaker, Rachel E.,Dong, Guangbin
supporting information, p. 2242 - 2245 (2013/06/05)
Utilization of C-C bond activation as a unique mode of reactivity for constructing C-C bonds provides new strategies for preparing important organic molecules. Development of a Rh(I)-catalyzed C-C activation of diynones to synthesize symmetrical and unsymmetrical conjugated diynes through decarbonylation is reported. This C-C cleavage strategy takes advantage of the innate reactivity of conjugated ynones without relying on any ring strain or auxiliary directing group. This alkynation method also has orthogonal properties compared to typical cross-coupling reactions.
Bronsted acid catalyzed and NIS-promoted cyclization of diynones: Selective synthesis of 4-pyrone, 4-pyridone, and 3-pyrrolone derivatives
Qiu, Yi-Feng,Yang, Fang,Qiu, Zi-Hang,Zhong, Mei-Jin,Wang, Li-Jing,Ye, Yu-Ying,Song, Bo,Liang, Yong-Min
, p. 12018 - 12028 (2014/01/06)
Bronsted acid catalyzed tandem cyclization was found to be highly effective for the preparation of a series of polysubstituted 4-pyrones from diynones (yield up to 99%). 4-Pyridone and 3-pyrrolone derivatives were also selectively synthesized by employing NIS and/or Bronsted acid. NIS as an electrophilic reagent could promote these reactions efficiently and rapidly under very mild reaction conditions.
