Chalcone-Based Pyridinium Salts and Their Diastereoselective Dearomatization To Access Bibridged Benzoazepines

Autor:	Lele Wang, Zhanwei Bu, Zhao-Hui Cui, Qi-Lin Wang, Jun-Wei Zhao, Huabin Han
Rok vydání:	2020
Předmět:	chemistry.chemical_classification Chalcone 010405 organic chemistry Organic Chemistry Synthon Salt (chemistry) 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Pyridinium Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 22:873-878
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.9b04398
Popis:	New chalcone-based pyridinium salts have been successfully exploited, which could smoothly participate in the highly diastereoselective dearomatization with binucleophilic enaminones by taking advantage of their multiple reactive sites to construct bibridged benzoazepines in up to 89% yields. The key to the success was the skillful and unprecedented C-3 functionalization of the new pyridinium salts. This work not only provides a kind of novel pyridinium salt synthon but also achieves the first C-3 functionalization of pyridinium salts to construct complex and challenging bibridged benzoazepines with high synthetic efficiency.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b519d57ff2f375f65d8a0fec2bff3a8a https://doi.org/10.1021/acs.orglett.9b04398 Zobrazit plný text záznamu