760947-82-8Relevant academic research and scientific papers
Halotrifluoromethylation of 1,3-Enynes: Access to Tetrasubstituted Allenes
Huang, Jinfeng,Jia, Yimin,Li, Xiangyu,Duan, Jianli,Jiang, Zhong-Xing,Yang, Zhigang
supporting information, p. 2314 - 2319 (2021/04/05)
A highly regioselective copper-catalyzed 1,4-chloro- and bromotrifluoromethylation of 1,3-enynes has been presented for the first time, which affords an efficient transformation to access halo- and CF3-containing tetrasubstituted allene derivatives with good to excellent yield. This protocol is practical and convenient, in which a wide range of functional groups are compatible. Applications of this method for the gram-scale preparation and late-stage functionalization of biologically active molecules are also demonstrated.
Method for preparing ethynylnaphthalene derivatives by [4 + 2] cyclization reaction with water as solvent
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Paragraph 0074-0076, (2021/09/11)
The invention discloses a [4 + 2] cyclization reaction with water as a solvent to prepare a naphthalene derivative and application thereof. The synthesis method comprises the following steps: taking an alkyne compound and butyne diacid diester as a reacti
SeCl2-Mediated Approach Toward Indole-Containing Polysubstituted Selenophenes
Martins, Guilherme M.,Back, Davi F.,Kaufman, Teodoro S.,Silveira, Claudio C.
, p. 3252 - 3264 (2018/03/25)
A novel and efficient SeCl2-mediated chalcogenative cyclization strategy toward 3-selenophen-3-yl-1H-indoles from readily available and conveniently substituted propargyl indoles is described. It entails an unprecedented selenirenium-induced 1,
Direct Substitution of Secondary and Tertiary Alcohols to Generate Sulfones under Catalyst- and Additive-Free Conditions
Liu, Yanan,Xie, Peizhong,Sun, Zuolian,Wo, Xiangyang,Gao, Cuiqing,Fu, Weishan,Loh, Teck-Peng
supporting information, p. 5353 - 5356 (2018/09/13)
An environmentally benign protocol that affords propargylic sulfones containing highly congested carbon centers from easily accessible alcohols and sulfinic acids with water as the only byproduct is reported. The reaction proceeded via an in situ dehydrative cross-coupling process by taking advantage of the synergetic actions of multiple hydrogen bonds rather than relying on an external catalyst and/or additives to achieve high product distribution.
Highly Efficient Synthesis of Multi-Substituted Allenes from Propargyl Acetates and Organoaluminum Reagents Mediated by Palladium
Zhang, Zhen,Shao, Xuebei,Zhang, Gang,Li, Qinghan,Li, Xinying
, p. 3643 - 3653 (2017/08/16)
A simple and mild catalytic S N 2′ substitution reaction of propargyl acetates with organoaluminum reagents is reported. The S N 2′ substitution reaction of propargyl acetates with organoaluminum reagents mediated by Pd(PhP 3) 2 Cl 2 (1 mol%)/PPh 3 (2 mol%)/K 2 CO 3 in tetrahydrofuran at 60 °C for 3-4 hours afforded the corresponding multi-substituted allenes in good yields (up to 94%) with high selectivities (up to 99%). The process was simple and easily performed, which offers an efficient method to synthesize the multi-substituted allene derivatives.
Efficient solvent-free synthesis of tertiary propargylic alcohols from arylacetylenes and ketones promoted by tert-BuOK
Chen, Shufeng,Yuan, Fang,Zhao, Haiying,Li, Baoguo
, p. 2391 - 2399 (2013/07/26)
A mild and efficient method for the alkynylation of arylacetylenes with ketones promoted by tert-BuOK under solvent-free conditions was developed. The present green synthesis was applicable to many kinds of aromatic and aliphatic ketones providing good to excellent yields of tertiary propargylic alcohols. Graphical abstract: A mild and efficient method for the alkynylation of arylacetylenes with ketones promoted by tert-BuOK under solvent-free conditions was developed. The present green synthesis was applicable to many kinds of aromatic and aliphatic ketones providing good to excellent yields of tertiary propargylic alcohols.[Figure not available: see fulltext.]
Efficient catalytic transition-metal-free conditions for nucleophilic addition of arylacetylenes to aromatic ketones
Liu, Junfeng,Lin, Jin,Song, Ling
supporting information; experimental part, p. 2160 - 2163 (2012/05/05)
A mild, efficient, and transition-metal-free method for nucleophilic addition of arylacetylenes to diverse aromatic ketones, using catalytic amount of tetrabutylammonium chloride as a promoter and solid KOH as a base in THF, was developed to afford aromat
Synthesis of propargylic alcohols by base promoted alkynylation of ketones with ethynylbenzene using ionic liquid [(bmim) PF6]
Jagtap, Sachin R.,Bhanage, Bhalchandra M.
, p. 370 - 372 (2008/09/16)
A mild and efficient addition of ethynylbenzene with ketones using KOH in ionic liquid 1-butyl-3-methylimidazolium hexaflurophosphate [(bmim) PF 6] gives propargylic alcohols in high yields.
Me2Zn-mediated addition of acetylenes to aldehydes and ketones
Cozzi, Pier Giorgio,Rudolph, Jens,Bolm, Carsten,Norrby, Per-Ola,Tomasini, Claudia
, p. 5733 - 5736 (2007/10/03)
Contrary to expectations, commercially available 2 M Me2Zn in toluene is able to promote the addition of phenylacetylene to aldehydes and ketones. This reactivity is determined by a new, unprecedented mechanism, which involves activation of the zinc reagent via coordination with carbonyl substrates that behave "ligand like". Broad scope, high tolerance to functional groups, and a simple procedure make this new method highly interesting for the synthetic chemist.
