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Synthesis of nitrogen-13 labeled alkylamines via amination of organoboranes

โœ Scribed by Paresh J. Kothari; Ronald D. Finn; George W. Kabalka; Manhar M. Vora; Thomas E. Boothe; Ali M. Emran

Publisher
Elsevier Science
Year
1986
Weight
221 KB
Volume
37
Category
Article
ISSN
0883-2889

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โœฆ Synopsis

Organoboranes react with nitrogen-13 labeled ammonia to produce alkylamines in moderate yield. When 13N labeled ammonia was bubbled into a tetrahydrofuran solution containing 0.5M tridecylborane, 1-[13N]aminodecane was formed in 25-30 min from the end of bombardment (EOB) in 40-60% overall yield. 1-[13N]aminooctane and 1-[13N]aminohexane were also synthesized from appropriate organoboranes in similar yield.

๐Ÿ“œ SIMILAR VOLUMES

Organoboranes for synthesis. 7. An impro
Organoboranes for synthesis. 7. An improved general synthesis of primary amines from alkenes via hydroboration-organoborane chemistry
โœ Herbert C Brown; Kee-Won Kim; Morris Srebnik; Singaram Bakthan ๐Ÿ“‚ Article ๐Ÿ“… 1987 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 665 KB

Trforganylboranes, R3B, and diorganylborinic esters, R2BOR', re--readily with preformed chloramine or hydroxylamine-0-sulfonic acid to produce the corresponding primary amines, RNH2. However, the product of the reaction following hydrolysis is the boronic acid, RB(oH)2, limiting the yield to 67% for