87871-27-0Relevant academic research and scientific papers
Achieving Aliphatic Amine Addition to Arylalkynes via the Lewis Acid Assisted Triazole-Gold (TA-Au) Catalyst System
Jia, Teng,Fan, Shengyu,Li, Fengmian,Ye, Xiaohan,Zhang, Wenke,Song, Zhiguang,Shi, Xiaodong
supporting information, p. 6019 - 6023 (2021/08/03)
Transition metal catalyzed intermolecular hydroamination of the arylalkynes with aliphatic amine is generally problematic due to the good coordination between amine and metal cation. With the combination of 1,2,3-triazole coordinated gold(I) catalyst (TA-Au) and Zn(OTf)2 cocatalyst, this challenging transformation was achieved with good to excellent yields and regioselectivity. Compared to previously reported methods, this approach offered an alternative catalyst system to achieve this fundamental chemical transformation with high efficiency and practical conditions.
Synthesis of a simplified version of stable bulky and rigid cyclic (alkyl)(amino)carbenes, and catalytic activity of the ensuing gold(I) complexin the three-component preparation of 1,2-dihydroquinoline derivatives
Zeng, Xiaoming,Frey, Guido D.,Kinjo, Rei,Donnadieu, Bruno,Bertrand, Guy
experimental part, p. 8690 - 8696 (2009/10/24)
A 95/5 mixture of cis and trans 2,4-dimethyl-3-cyclohexenecarboxaldehyde(trivertal), a common fragrance and flavor material produced in bulk qu antities, serves as the precursor for the synthesis of a stable spirocyclic (alkyl)(amino)carbene, in which the
GOLD CATALYZED HYDROAMINATION OF ALKYNES AND ALLENES
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Page/Page column 26; 33; 6/13, (2010/01/29)
Methods are provided for the catalytic hydroamination of compounds having an alkyne or allene functional group, in which the compound is contacted with ammonia or an amine in the presence of a catalytic amount of a gold complex under conditions sufficient for hydroamination to occur.
A cationic gold(I) complex as a general catalyst for the intermolecular hydroamination of alkynes: Application to the one-pot synthesis of allenes from two alkynes and a sacrificial amine
Zeng, Xiaoming,Frey, Guido D.,Kousar, Shazia,Bertrand, Guy
supporting information; experimental part, p. 3056 - 3060 (2009/11/30)
A cationic gold (I) complex was reported to catalyze the addition of various types of non-tertiary amines to terminal and internal alkynes. The one-pot preparation of allenes by coupling two alkynes using a sacrificial secondary amine was also investigate
PHOTOCHEMICAL REACTIONS OF ARENECARBONITRILES WITH ALIPHATIC AMINES. 1. EFFECT OF ARENE STRUCTURE ON AMINYL VS. alpha -AMINOALKYL RADICAL FORMATION.
Lewis,Zebrowski,Correa
, p. 187 - 193 (2007/10/02)
The photochemical reactions of several singlet arenecarbonitriles with aliphatic amines have been investigated. The reactions of 9-phenanthrenecarbonitrile with diethylamaine and its N- and alpha -C deuterated derivatives result in exclusive N-H atom transfer to yield the diethylaminyl and 9-cyano-9,10-dihydrophenanthren-9-yl radicals in benzene solution. Increased solvent polarity results in the formation of both diethylaminyl and 1-(ethylamino)ethyl radical. Similar results are obtained with 9-anthracenecarbonitrile. The competition between aminyl vs. alpha -aminoalkyl radical formation in this and other reactions is reviewed. Aminyl radical formation is characteristic of relatively nonpolar heteroexcimers in which hydrogen bonding may favor N-H transfer. Pure charge-transfer exciplexes, like alkoxyl radicals, yield predominantly the thermodynamically more stable alpha -aminoalkyl radical.
