Synthesis of Novel Enyne-Allenes, Their Thermal C2-C6 Cyclization, and the Importance of a Benzofulvene Biradical in the DNA Strand Cleavage1

Synthesis of Novel Enyne-Allenes, Their Thermal C2-C6 Cyclization, and the Importance of a Benzofulvene Biradical in the DNA Strand Cleavage1
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DOI:
10.1055/s-1997-726
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发表时间:
1997-02
期刊:
影响因子:
2
通讯作者:
M. Schmittel;M. Maywald;M. Strittmatter
M. Schmittel;M. Maywald;M. Strittmatter
中科院分区:
化学4区
文献类型:
--
作者:
M. Schmittel;M. Maywald;M. Strittmatter

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以炔丙基乙酸酯为原料,通过钯催化的芳基氯化锌加成或铜酸盐加成反应,制备了不含受体取代基的新型烯炔联烯。它们的热反应仅得到C2-C6环化产物,而没有Myers-Saite环化产物。在一种情况下,分子间的氢提取和DNA链断裂观察。
Novel enyne-allenes without acceptor substituents have been prepared from propargyl acetates by Pd-catalyzed addition of arylzinc chloride or by cuprate addition. Their thermal reaction afforded exclusively the C2-C6 and no Myers-Saite cyclization products. In one case, intermolecular hydrogen abstraction and DNA strand cleavage were observed.