Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2(OH)4].

Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2(OH)4].
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DOI:
10.1021/jo401104y
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发表时间:
2013-07-05
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
García-García C
García-García C
中科院分区:
其他
文献类型:
--
作者:
Molander GA;Cavalcanti LN;García-García C

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Arylboronic acids are gaining increased importance as reagents and target structures in a variety of useful applications. Recently, the palladium-catalyzed synthesis of arylboronic acids employing the atom economical tetrahydroxydiboron (BBA) reagent has been reported. The high cost associated with palladium, combined with several limitations of both palladium and copper-catalyzed processes, prompted us to develop an alternative method. Thus, the nickel-catalyzed borylation of aryl and heteroaryl halides and pseudo-halides using tetrahydroxydiboron (BBA) has been formulated. The reaction proved to be widely functional group tolerant and applicable to a number of heterocyclic systems. To the best of our knowledge, the examples presented here represent the only effective Ni-catalyzed Miyaura borylations conducted at room temperature.
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