90-47-1Relevant articles and documents
Sodium Trimethylsilanethiolate in Novel Cyclizations for Synthesis of Aromatic Heterotricyclic Compounds
Lai, Long-Li,Lin, Pen-Yuan,Huang, Wen-Hong,Shiao, Min-Jen,Hwu, Jih Ru
, p. 3545 - 3546 (1994)
A new method was developed for synthesis of aromatic heterotricyclic compounds in 50-64percent yields from diaryls bearing a functionality including OMe, COOMe, and CN, and a leaving group (i.e., F and OMe) by use of Me3SiSNa in 1,3-dimethyl-2-imidazolidinone at 120-150 deg C.
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Schoenberg et al.
, p. 3377 (1953)
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Multicomponent Reaction of Phosphines, Benzynes, and CO2: Facile Synthesis of Stable Zwitterionic Phosphonium Inner Salts
Xie, Pei,Yang, Shoushan,Guo, Yuyu,Cai, Zhihua,Dai, Bin,He, Lin
, p. 8872 - 8880 (2020)
The first synthesis of benzyne-derived stable zwitterions is reported. Benzynes generated in situ from 2-(trimethylsilyl)aryl triflates undergo a multicomponent reaction with phosphines and CO2 to produce the stable 1,5-zwitterionic species in moderate to excellent isolated yields, which provides a novel method for the preparation of phosphonium inner salts under mild and transition-metal-free conditions.
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Kny-Jones,Ward
, p. 574 (1929)
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Synthesis of Xanthones by Palladium-Catalyzed Tandem Carbonylation/C–H Activation via 2-Iodo Diaryl Ethers
Ma, Rui-Yue,Chen, Ya-Fang,Wang, Jun-Ru,Du, Zhen-Ting
, p. 28 - 32 (2018)
The ring closure of 2-iodo diaryl ether in the presence of a palladium catalyst to xanthone under carbon monoxide atmosphere is studied. A series of xanthones could be successfully obtained through this protocol, with Pd(OAc)2 as the catalyst, P(Cy)3 as ligand, PivONa.H2O as base, and PivOH and tetrabutylamonium bromide as additives in DMSO, in moderate to good yields.
Intermolecular Electrochemical C(sp3)-H/N-H Cross-coupling of Xanthenes with N-alkoxyamides: Radical Pathway Mediated by Ferrocene as a Redox Catalyst
Lin, Meng-Ying,Xu, Kun,Jiang, Yang-Ye,Liu, Yong-Guo,Sun, Bao-Guo,Zeng, Cheng-Chu
, p. 1665 - 1672 (2018)
Efficient intermolecular dehydrogenative cross-coupling of N-alkyloxyamides with xanthenes is reported. The protocol is carried out in an undivided cell under constant current conditions employing simple, cheap and readily available ferrocene (Fc) as a redox catalyst. Cyclic voltammetry and control experiments disclosed that the dehydrogenative cross-coupling reaction may proceed via an amidyl radical. (Figure presented.).
A highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction of 3-substituted oxindoles with xanthydrols
Chen, Long,Zhu, Feng,Wang, Cui-Hong,Zhou, Jian
, p. 19880 - 19884 (2013)
We report a highly efficient thiourea catalyzed dehydrative nucleophilic substitution reaction. The Schreiner's thiourea catalyst A1 catalyzed the alkylation of 3-substituted oxindoles with xanthydrols well, to furnish quaternary oxindoles in high yield. The ESI-MS analysis confirms the interaction of 3-substituted oxindole 1 with the thiourea, which might facilitate the oxindole-hydroxindole tautomerization for the alkylation. The Royal Society of Chemistry 2013.
A radical-radical cross-coupling reaction of xanthene with sulfonyl hydrazides: Facile access to xanthen-9-sulfone derivatives
Bhowmik, Arup,Das, Sumit,Deb, Indubhusan,Karmakar, Sudip,Mishra, Aniket,Mondal, Imtiaj,Roy, Shantonu,Saha, Shubhra Jyoti,Sarkar, Writhabrata
supporting information, p. 2902 - 2905 (2022/03/09)
A straightforward strategy for direct incorporation of sulfonyl units into a xanthene moiety for accessing xanthen-9-sulfone derivatives in good to excellent yields has been established via metal-free radical-radical cross-coupling reaction of xanthenes and sulfonyl hydrazides. Using easily accessible starting materials, this methodology proceeds efficiently with a high degree of functional group compatibility and with a wide scope of both xanthenes and sulfonyl hydrazides under operationally simple reaction conditions. Mechanistic investigations revealed that sulfonyl radicals could be generated from sulfonyl hydrazides in the presence of TBHP under an oxygen atmosphere.
Stepwise benzylic oxygenation via uranyl-photocatalysis
Hu, Deqing,Jiang, Xuefeng
supporting information, p. 124 - 129 (2022/01/19)
Stepwise oxygenation at the benzylic position (1°, 2°, 3°) of aromatic molecules was comprehensively established under ambient conditions via uranyl photocatalysis to produce carboxylic acids, ketones, and alcohols, respectively. The accuracy of the stepwise oxygenation was ensured by the tunability of catalytic activity in uranyl photocatalysis, which was adjusted by solvents and additives demonstrated through Stern–Volmer analysis. Hydrogen atom transfer between the benzylic position and the uranyl catalyst facilitated oxygenation, further confirmed by kinetic studies. Considerably improved efficiency of flow operation demonstrated the potential for industrial synthetic application.
