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以空气为氧化剂的无催化剂交叉脱氢偶联策略:α-氨基膦酸酯的合成

Catalyst-Free Cross-Dehydrogenative Coupling Strategy Using Air as an Oxidant: Synthesis of α-Aminophosphonates.

作者信息

Dhineshkumar Jayaraman, Samaddar Prasanjit, Prabhu Kandikere Ramaiah

机构信息

Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, Karnataka, India.

出版信息

ACS Omega. 2017 Aug 23;2(8):4885-4893. doi: 10.1021/acsomega.7b00881. eCollection 2017 Aug 31.

DOI:10.1021/acsomega.7b00881
PMID:31457767
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6641911/
Abstract

α-Aminophosphonates are synthesized by employing unfunctionalized starting materials using cross-dehydrogenative coupling strategy. This method does not require any catalyst and proceeds in the presence of open air as the only oxidant. Mechanistic studies revealed that the reaction is nucleophile dependent and specific to dialkyl phosphite and -aryl tetrahydroisoquinoline derivatives.

摘要

α-氨基膦酸酯是通过采用未官能化的起始原料,利用交叉脱氢偶联策略合成的。该方法不需要任何催化剂,在仅以空气作为唯一氧化剂的条件下进行。机理研究表明,该反应依赖亲核试剂,并且对亚磷酸二烷基酯和 -芳基四氢异喹啉衍生物具有特异性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/3c1d69a7b367/ao-2017-008812_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/5eee4583b986/ao-2017-008812_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/d9928e778fbb/ao-2017-008812_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/82478dd4561e/ao-2017-008812_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/8f59d595a12f/ao-2017-008812_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/833a798f1ad1/ao-2017-008812_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/b907cbb90917/ao-2017-008812_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/3c1d69a7b367/ao-2017-008812_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/5eee4583b986/ao-2017-008812_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/d9928e778fbb/ao-2017-008812_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/82478dd4561e/ao-2017-008812_0009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/8f59d595a12f/ao-2017-008812_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/833a798f1ad1/ao-2017-008812_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/b907cbb90917/ao-2017-008812_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0978/6641911/3c1d69a7b367/ao-2017-008812_0001.jpg

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