Catalytic insertion of aldehydes into dihalonitroacetophenones via sequential bond scission-aldol reaction-acyl transfer.

Catalytic insertion of aldehydes into dihalonitroacetophenones via sequential bond scission-aldol reaction-acyl transfer.
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DOI:
10.1039/c5cc09753c
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发表时间:
2016-02-28
期刊:
Chemical communications (Cambridge, England)
影响因子:
--
通讯作者:
Wolf C
Wolf C
中科院分区:
其他
文献类型:
--
作者:
Ding R;Wolf C

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介绍了一种以高达99%的产率和100%的原子经济性提供二卤代硝醇的催化方法。二卤代硝基苯乙酮的原位裂解得到硝酸盐,这些硝酸盐在路易斯酸催化下与醛加成。最终的苯甲酰化使序列不可逆,并重新生成键断裂和酰基转移剂。
A catalytic process that provides dihalogenated nitro alcohols in up to 99% yield and with 100% atom economy is described. In-situ cleavage of dihalonitroacetophenones affords nitronates that undergo Lewis acid catalyzed addition to aldehydes. Final benzoylation renders the sequence irreversible and regenerates the bond scission and acyl transfer agent.