Synthesis and Reactions of Trimethylsilylmethyl AzideJ. Chem. Soc. Chem. Commun. 1322 (1983) (https://www.thevespiary.org/rhodium/Rhodium/pdf/trimethylsilylmethylazide.grignard.amination.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/pdf/trimethylsilylmethylazide.grignard.amination.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000442538-file_zjdg.gif)AbstractTrimethylsilylmethyl Azide (TMSMA / Me
3Si-CH
2N
3), which is prepared in quantitative yield from Trimethylsilylmethyl Chloride and Sodium Azide, can be used to aminate aryl-lithiums or aryl Grignard reagents.
But what does it relate to on this site? (I'm sure I'm simply overlooking something)
It might be a way of turning bromosafrole to MDA, or phenethylbromides to PEAs for example - even if there are no actual examples of aliphatic grignards in the article, it doesn't say its impossible either.
That's great. I just figured you weren't considering that b/c they only specify aromatic functionalities. that would be cool if it worked on aliphatics though.
Azidomethyl phenyl sulfide. A synthon for NH2Barry M. Trost, William H. PearsonJ. Am. Chem. Soc. 103(9); 2483-2485 (1981) (https://www.thevespiary.org/rhodium/Rhodium/pdf/ph-s-ch2-n3.nh2.synthon.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/pdf/ph-s-ch2-n3.nh2.synthon.pdf)
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000442538-file_emqm.gif)
