DOAJ Open Access 2019

An Efficient Synthesis of Aryl-Substituted Pyrroles by the Suzuki–Miyaura Coupling Reaction of SEM-Protected Pyrroles

Keli Cui Meng Gao Hongyi Zhao Dongfeng Zhang Hong Yan +1 lainnya

Lihat Sumber DOI

Abstrak

An efficient arylation of SEM-protected pyrroles by the Suzuki–Miyaura coupling reaction has been developed. The reaction can be carried out under mild conditions to provide aryl-substituted pyrroles in moderate to excellent yields. The scope and limitations of the methodology were evaluated, and the reaction was tolerant of a wide range of functionalities. Compared to the reported methods, the protocol has some advantages, such as commercially available materials, no debrominated by-products being formed, and the amine-protecting group being stable under the reaction conditions. The synthetic utility of the product has also been demonstrated, with several common transformations of the aryl-substituted pyrrole product being conducted. This protocol will offer the opportunity to explore other metal-catalyzed cross-coupling reactions employing SEM-protected pyrroles.

Topik & Kata Kunci

Organic chemistry

Penulis (6)

Keli Cui

Meng Gao

Hongyi Zhao

Dongfeng Zhang

Hong Yan

Haihong Huang

Format Sitasi

APA MLA BibTeX

Cui, K., Gao, M., Zhao, H., Zhang, D., Yan, H., Huang, H. (2019). An Efficient Synthesis of Aryl-Substituted Pyrroles by the Suzuki–Miyaura Coupling Reaction of SEM-Protected Pyrroles. https://doi.org/10.3390/molecules24081594

Akses Cepat

Lihat di Sumber doi.org/10.3390/molecules24081594

Informasi Jurnal

Tahun Terbit: 2019
Sumber Database: DOAJ
DOI: 10.3390/molecules24081594
Akses: Open Access ✓