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A novel and efficient synthesis of phenanthrene derivatives via palladium/norbornadiene-catalyzed domino one-pot reaction.

ABSTRACT: Herein we report a novel palladium-catalyzed reaction that results in phenanthrene derivatives using aryl iodides, ortho-bromobenzoyl chlorides and norbornadiene in one pot. This dramatic transformation undergoes ortho-C-H activation, decarbonylation and subsequent a retro-Diels-Alder process. Pleasantly, this protocol has a wider substrate range, shorter reaction times and higher yields of products than previously reported methods.

SUBMITTER: Zhong Y

PROVIDER: S-EPMC6369988 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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A novel and efficient synthesis of phenanthrene derivatives via palladium/norbornadiene-catalyzed domino one-pot reaction.

Zhong Yue Y Wu Wen-Yu WY Yu Shao-Peng SP Fan Tian-Yuan TY Yu Hai-Tao HT Li Nian-Guang NG Shi Zhi-Hao ZH Tang Yu-Ping YP Duan Jin-Ao JA

Beilstein journal of organic chemistry 20190131

Herein we report a novel palladium-catalyzed reaction that results in phenanthrene derivatives using aryl iodides, <i>ortho</i>-bromobenzoyl chlorides and norbornadiene in one pot. This dramatic transformation undergoes <i>ortho-</i>C-H activation, decarbonylation and subsequent a retro-Diels-Alder process. Pleasantly, this protocol has a wider substrate range, shorter reaction times and higher yields of products than previously reported methods. ...[more]

PMID: 30800179

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