Synthesis of CC-1065 and duocarmycin analogs via intramolecular aryl radical cyclization of a tethered vinyl chloride

Synthesis of CC-1065 and duocarmycin analogs via intramolecular aryl radical cyclization of a tethered vinyl chloride
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DOI:
10.1016/s0040-4039(98)00232-9
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发表时间:
1998-04-16
影响因子:
1.8
通讯作者:
Searcey, M
Searcey, M
中科院分区:
化学4区
文献类型:
--
作者:
Boger, DL;Boyce, CW;Searcey, M

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芳基卤在栓系的氯乙烯上的5-氯-吲哚自由基环化产生CC-1065和倍癌霉素类似物的3-氯甲基二氢吲哚前体,其中氯作为合适的离去基团用于随后的环丙烷螺环化。在本实验室先前合成的六种CC-1065和倍癌霉素类似物的背景下,检查了这种方法的一般性。(C)1998爱思唯尔科技有限公司版权所有。
The 5-ero-trig radical cyclization of an aryl halide onto a tethered vinyl chloride produces the 3-chloromethyl dihydroindole precursors for CC-1065 and duocarmycin analogs with chlorine installed as a suitable leaving group for subsequent cyclopropane spirocyclization. The generality of this approach was examined in the context of six CC-1065 and duocarmycin analogs previously synthesized in this laboratory. (C) 1998 Elsevier Science Ltd. All rights reserved.