ChemInform Abstract: Boc Groups as Protectors and Directors for Ir‐Catalyzed C—H Borylation of Heterocycles.

Kallepalli, Venkata A.; Shi, Feng; Paul, Sulagna; Onyeozili, Edith N.; Maleczka, Robert E.; Smith, Milton R.

doi:10.1002/chin.201018180

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“…3, azaindolyl iodide [11] protected by tert butoxycarbonyl was easy to obtain and store, and can be used as an important part of cross coupling reaction. Since its direct coupling with heteroarylboric acid or ester would be limited by the latter, they first converted the iodide into the corresponding pinacol ester [12], and then reacted with heterocyclic halide on the way, which makes it easier to obtain the final product. The difference from the previous route is that one pot borylation/ Suzuki-Miyaura reaction was used as the key step, and Meriolin1 was synthesized in the same fourstep reaction.…”

Section: Figure 1 Structure Of Three Compoundsmentioning

confidence: 99%

A Novel Synthesis Method of Meriolin1

Ren¹,

Ding²,

Zhou³

et al. 2023

AJST

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Meriolins, a compound designed and synthesized by the similar structure of natural marine products Meridianins and Variolins, has been proved to be a new kinase inhibitor that can enhance protein kinase selectivity and cell death. It has stronger inhibitory activity, relative selectivity to kinases and antitumor effect. As the first compound in the Meriolins series, Meriolin1 has been studied the most. In this paper, the synthesis methods of Meriolin1 at home and abroad were summarized and analyzed. On this basis, a more economical and effective synthesis route was designed, that is, Meriolin1 was finally obtained from 7-azaindole through Friedel-crafts acylation, protection, aldol condensation and cyclization reaction. This route avoids the disadvantages of the existing routes and has the advantages of mild reaction conditions, simple operation and low cost. The structures of the compounds were confirmed by 1H NMR and 13C NMR.

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Section: Figure 1 Structure Of Three Compoundsmentioning

confidence: 99%