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4,5-二氢恶唑衍生物对碱基生成的 -醌甲醚的亲核加成:四组分反应。

Nucleophilic Addition of 4,5-Dihydrooxazole Derivatives to Base Generated -Quinone Methides: A Four-Component Reaction.

机构信息

Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, California 93106-9510, United States.

出版信息

J Org Chem. 2023 Feb 17;88(4):2583-2588. doi: 10.1021/acs.joc.2c02614. Epub 2023 Jan 31.

DOI:10.1021/acs.joc.2c02614
PMID:36720129
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9942189/
Abstract

A novel method for joining components together in a single pot leading to an assortment of N-amino-benzylated phenols is described. The method involves the addition of different Grignard reagents to various -OBoc salicylaldehydes in the presence of assorted 4,5-dihydrooxazoles, followed by aqueous workup. Seventeen examples are presented with varied (-R, -R' -R″, -R‴, -R⁗, and C) substituents.

摘要

描述了一种在单个锅中将组件连接在一起的新方法,可得到各种 N-氨甲基化的苯并酚。该方法包括在各种 -OBoc 水杨醛存在下,向不同的格氏试剂中添加各种 4,5-二氢恶唑,然后进行水相处理。提供了 17 个示例,其中包含不同的取代基(-R、-R'、-R″、-R‴、-R⁗和 C)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/f4282ddcbfb6/jo2c02614_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/6ddfeb068043/jo2c02614_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/322a63305115/jo2c02614_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/c5ee8d3944af/jo2c02614_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/e704ed3bff0e/jo2c02614_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/37d6d12bd87b/jo2c02614_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/06eac6a7e4a5/jo2c02614_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/189713ca83d9/jo2c02614_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/2193746880b6/jo2c02614_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/c8f8a5f69604/jo2c02614_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/f4282ddcbfb6/jo2c02614_0010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/6ddfeb068043/jo2c02614_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/322a63305115/jo2c02614_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/c5ee8d3944af/jo2c02614_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/e704ed3bff0e/jo2c02614_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/37d6d12bd87b/jo2c02614_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/06eac6a7e4a5/jo2c02614_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/189713ca83d9/jo2c02614_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/2193746880b6/jo2c02614_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/c8f8a5f69604/jo2c02614_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d61/9942189/f4282ddcbfb6/jo2c02614_0010.jpg

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