Synthesis of Phenanthrenes via Palladium-Catalyzed Three-Component Domino Reaction of Aryl Iodides, Internal Alkynes, and o-Bromobenzoic Acids

Yuzhong Yang; Liwei Zhou; Xiumei Yang; Xiai Luo; Guobo Deng; Yuan Yang; Yun Liang

doi:10.1055/s-0039-1690737

Synthesis, Table of Contents

Synthesis 2020; 52(08): 1223-1230
DOI: 10.1055/s-0039-1690737

special topic

Synthesis of Phenanthrenes via Palladium-Catalyzed Three-Component Domino Reaction of Aryl Iodides, Internal Alkynes, and o-Bromobenzoic Acids

Authors

Yuzhong Yang
Liwei Zhou
Xiumei Yang
Xiai Luo
Guobo Deng
Yuan Yang∗

National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha, Hunan 410081, P. R. of China Email: yuanyang@hunnu.edu.cn Email: yliang@hunnu.edu.cn
Yun Liang∗

National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha, Hunan 410081, P. R. of China Email: yuanyang@hunnu.edu.cn Email: yliang@hunnu.edu.cn

Abstract

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Published as part of the Special Topic Domino C–H Functionalization Reaction/Cascade Catalysis

Abstract

A new palladium-catalyzed domino alkyne insertion/C–H activation/decarboxylation sequence has been developed, which provides an efficient approach for synthesizing a variety of functionalized phenanthrenes in moderate to good yields. The method shows broad substrate scope and good functional group tolerance by employing readily available materials, including aryl iodides, internal alkynes, and o-bromobenzoic acids, as three-component coupling partners.

Key words

phenanthrenes - domino reaction - C–H activation - decarboxylation - palladium-catalyzed

Full Text

References

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Supplementary Material

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