Exploiting Hydrazones To Improve the Efficiency of 6p-Electrocyclization Reactions of 1-Azatrienes.

Exploiting Hydrazones To Improve the Efficiency of 6p-Electrocyclization Reactions of 1-Azatrienes.
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利用腙提高 1-氮杂三烯 6p-电环化反应的效率。

DOI:
10.1021/acs.orglett.9b02455
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发表时间:
2019
期刊:
影响因子:
5.2
通讯作者:
Ball-Jones MP
Ball-Jones MP
中科院分区:
化学1区
文献类型:
--
作者:
Ball-Jones MP

文献摘要

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更大的几何不稳定性的腙相比,肟醚是用来作为一个基础,以克服磁阻ofZ-肟醚氮杂三烯进行电环化对合成硼化(杂芳族)吡啶和环稠合类似物。这样的腙现在允许以高产率获得以前无法获得的三取代和四取代的3-硼基吡啶。
The greater geometric lability of hydrazones compared to that of oxime ethers is used as a basis to overcome the reluctance ofZ-oxime ether azatrienes to undergo electrocyclization toward the synthesis of borylated (heteroaromatic) pyridines and ring-fused analogues. Such hydrazones now allow access to previously inaccessible tri- and tetrasubstituted 3-borylpyridines in high yields.