3949-34-6Relevant academic research and scientific papers
Nickel-Catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride
Dindarloo Inaloo, Iman,Esmaeilpour, Mohsen,Majnooni, Sahar,Reza Oveisi, Ali
, p. 5486 - 5491 (2020/09/04)
A simple and efficient domino reaction has been designed and employed for the one-pot synthesis of N-(hetero)aryl carbamates through the reaction between alcohols and in-situ produced (hetero)aryl isocyanates in the presence of a nickel catalyst. The phenolic C?O bond was activated via the reaction of phenol with cyanuric chloride (2,4,6-trichloro-1,3,5-triazine (TCT)) as an inexpensive and readily available reagent. This strategy provides practical access to N-(hetero)aryl carbamates in good yields with high functional groups compatibility.
Nickel-catalysed C–O bond reduction of 2,4,6-triaryloxy-1,3,5-triazines in 2-methyltetrahydrofuran
Wang, Yaoyao,Shen, Jun,Chen, Qun,Wang, Liang,He, Mingyang
, p. 409 - 412 (2018/10/02)
A nickel-catalysed reduction of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine (TCT) in ecofriendly 2-methyltetrahydrofuran (2-MeTHF) is described. The phenol-TCT derivatives were readily prepared using grinding method in short time without further purification. This catalytic system allowed the facile C–O cleavage of phenol-TCT derivatives under mild reaction conditions with high efficiency and good functional group tolerance. Gram-scale reaction was also achieved. Particularly, sequential functionalization of phenol-TCT derivatives followed by C–O bond reduction could also be realized, affording the high value-added products in moderate to good yields.
Nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine
Wang, Liang,Wang, Yaoyao,Shen, Jun,Chen, Qun,He, Ming-Yang
supporting information, p. 4816 - 4820 (2018/07/13)
A nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine (TCT) using aminoacetonitrile as the cyanating agent is described. This catalytic system delivered the desired products in moderate to good yields with good substrate compatibility. The readily available starting materials, cost-effective nickel catalyst and metal-free cyanating agent are the major features of the present method.
Nickel-catalyzed one-pot deoxygenation and reductive homocoupling of phenols via C-O activation using TCT reagent
Iranpoor, Nasser,Panahi, Farhad
supporting information, p. 214 - 217 (2015/01/30)
A new method for C-O bond activation of phenolic compounds has been achieved using 2,4,6-trichloro-1,3,5-triazine to utilize in one-pot Ni-catalyzed deoxygenation and reductive homocoupling reactions. With this simple method, phenolic compounds were converted to their corresponding arenes or biaryl compounds under mild conditions. The introduced methodology has a broad scope and demonstrates good functional group compatibility.
Nickel-catalyzed one-pot synthesis of biaryls from phenols and arylboronic acids via C-O activation using TCT reagent
Iranpoor, Nasser,Panahi, Farhad,Jamedi, Fereshteh
, p. 6 - 10 (2015/03/05)
In this study, the direct Nickel-catalyzed Suzuki-Miyaura coupling reaction of phenols and arylboronic acids via C-O bond activation using 2,4,6-trichloro-1,3,5-triazine (TCT) is described. Initially, phenols were reacted with TCT to give the corresponding 2,4,6-triaryloxy-1,3,5-triazine (TAT) products. Subsequently, arylboronic acid, base and Ni-catalyst were added to the generated aryl C-O electrophile to obtain the final biaryl product. This study represents a simple and direct method for the synthesis of biaryls from phenolic compounds using sub-stoichiometric amounts of TCT as a cheap and readily available C-O activating reagent.
Microwave assisted synthesis of triaryl cyanurates
Sagar,Patil,Bandgar
, p. 1719 - 1723 (2007/10/03)
Rapid synthesis of triaryl cyanurates(2,4,6-triaryloxy-1,3,5-triazine) was carried out by reacting cyanuric chloride with the sodium salt of hydroxyaryl compounds in water using focused microwaves. Environmentally friendly procedure and isolation of pure products in excellent yields are important features of this method.
