期刊
CHEMICAL COMMUNICATIONS
卷 58, 期 26, 页码 4180-4183出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc00461e
关键词
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资金
- National Natural Science Foundation of China [21901045, 21901258]
- Foundation of South-Central University of Nationalities [YZZ19003]
An unprecedented ring-opening cross-coupling of 1,2-oxazetidines with arylboronic acids using copper catalysis has been achieved. This reaction offers simple operation, inexpensive catalyst, broad scope, and high regioselectivity, leading to a wide range of aminomethylation products. Furthermore, the obtained products can be further transformed and bioactive acids can be modified.
An unprecedented ring-opening cross-coupling of 1,2-oxazetidines with readily available arylboronic acids is achieved for the first time by copper catalysis. Unlike the known electrophilic oxygen reactivity in coupling with organometallic reagents, 1,2-oxazetidines were utilized as formaldimine precursors in this protocol. Remarkable features of this reaction include simple operation, inexpensive catalyst, broad scope and high regioselectivity, delivering a wide array of aminomethylation products. The practicality of this reaction was validated in the one-step downstream transformation of the obtained products into synthetically important molecules and late-stage modification of bioactive acids.
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