178244-18-3Relevant academic research and scientific papers
α-Hydroxy-Tetrazoles as Latent Ethynyl Moieties: A Mechanistic Investigation
Quinodoz, Pierre,Wright, Karen,Drouillat, Bruno,Kletskii, Mikhail E.,Burov, Oleg N.,Lisovin, Anton. V.,Couty, Fran?ois
, (2018/05/03)
This article focuses on the dehydration of α-hydroxy-tetrazoles, leading to tetraazafulvenes and then to vinylic carbenes that rearrange into ethynyl moieties through the Fritsch-Buttenberg-Wiechell rearrangement. Each step of this sequence was scrutinized, either by examination of the substrate and/or dehydrating agent scope, or through AM1 calculations, in order to understand the limiting step of this process. This underrated transformation appears to be a viable alternative to existing methods used for transforming aldehydes into alkynes.
Synthesis of alkynes from vinyl triflates using tetrabutylammonium fluoride
Okutani, Masaru,Mori, Yuji
, p. 393 - 396 (2015/06/17)
A convenient method for the preparation of alkynes and alkynyl esters from ketones and β-keto esters is described which involves the formation of vinyl triflates, followed by elimination with tetrabutylammonium fluoride trihydrate, to give alkynes. Unlike established elimination methods, the method requires neither a strong base nor anhydrous conditions.
Facile deprotection of bulky (trialkylsilyl)acetylenes with silver fluoride
Kim, Sanghee,Kim, Bogyeong,In, Jinkyung
experimental part, p. 1963 - 1968 (2009/12/27)
An efficient and mild method is developed for the deprotection of bulky (trialkylsilyl)acetylenes. Treatment of 1-(triisopropylsilyl) acetylenes with silver fluoride, followed by hydrolysis of the intermediate silver acetylide with organic or inorganic ac
Synthesis and use of probes to investigate the cryptoregiochemistry of the first animal acetylenase
Abad, Jose-Luis,Rodriguez, Sergio,Camps, Francisco,Fabrias, Gemma
, p. 7558 - 7564 (2007/10/03)
(Chemical Equation Presented) Thaumetopoea pityocampa pheromone glands contain an unusual Δ11 acetylenase that produces an alkynoic fatty acid intermediate in the sex pheromone biosynthetic pathway of this species. In this article, we describe
