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环状氨基甲酸酯是金刚烷骨架环收缩的前体。

Annulated carbamates are precursors for the ring contraction of the adamantane framework.

作者信息

Hrdina Radim, Holovko-Kamoshenkova Oksana M, Císařová Ivana, Koucký Filip, Machalický Oldřich

机构信息

Charles University, Faculty of Science, Department of Organic Chemistry Hlavova 8 12840 Praha Czech Republic

Uzhhorod National University Narodna Ploshcha 3 88000 Uzhhorod Ukraine.

出版信息

RSC Adv. 2022 Oct 31;12(48):31056-31060. doi: 10.1039/d2ra06402b. eCollection 2022 Oct 27.

DOI:10.1039/d2ra06402b
PMID:36349043
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9620499/
Abstract

We report a protocol for the one-pot two-step synthesis of noradamantane methylene amines. The first step is the triflic acid-promoted decarboxylation of adamantane carbamates, which causes rearrangement of the adamantane framework to form noradamantane iminium salts, which are reduced to amines in the second separate step.

摘要

我们报道了一种一锅两步合成降金刚烷亚甲基胺的方法。第一步是三氟甲磺酸促进金刚烷氨基甲酸盐的脱羧反应,该反应导致金刚烷骨架重排形成降金刚烷亚胺盐,在第二步单独的反应中,这些盐被还原为胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/971e8bf2fff3/d2ra06402b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/515cbe9012a2/d2ra06402b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/997581cd2c70/d2ra06402b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/71e762fc7195/d2ra06402b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/4c695304b7be/d2ra06402b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/79db116a5a1d/d2ra06402b-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/2f98fdb45a8e/d2ra06402b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/4881b6788a69/d2ra06402b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/971e8bf2fff3/d2ra06402b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/515cbe9012a2/d2ra06402b-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/997581cd2c70/d2ra06402b-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/71e762fc7195/d2ra06402b-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/4c695304b7be/d2ra06402b-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/79db116a5a1d/d2ra06402b-f5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/2f98fdb45a8e/d2ra06402b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/4881b6788a69/d2ra06402b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4e80/9620499/971e8bf2fff3/d2ra06402b-s3.jpg

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