1370340-50-3Relevant academic research and scientific papers
SAMDI Mass Spectrometry-Enabled High-Throughput Optimization of a Traceless Petasis Reaction
Diagne, Abdallah B.,Li, Shuheng,Perkowski, Gregory A.,Mrksich, Milan,Thomson, Regan J.
supporting information, p. 658 - 662 (2015/11/17)
Development of the self-assembled monolayer/MALDI mass spectrometry (SAMDI) platform to enable a high-throughput optimization of a traceless Petasis reaction is described. More than 1800 unique reactions were conducted simultaneously on an array of self-assembled monolayers of alkanethiolates on gold to arrive at optimized conditions, which were then successfully transferred to the solution phase. The utility of this reaction was validated by the efficient synthesis of a variety of di- and trisubstituted allenes.
Copper-mediated trifluoromethylation of potassium alkynyltrifluoroborates with Langlois' reagent Dedicated to Professor Pierre Vogel on the occasion of his 70th birthday
Dubbaka, Srinivas Reddy,Nizalapur, Shashidhar,Atthunuri, Azmi Reddy,Salla, Manohar,Mathew, Thresen
, p. 2118 - 2121 (2014/03/21)
Synthesis of trifluoromethylated acetylenes by copper-mediated trifluoromethylation of potassium alkynyltrifluoroborates with CF3 radicals generated from NaSO2CF3 and tert-butyl hydroperoxide (TBHP) is communicated. The trifluoromethylated acetylenes were obtained in good to moderate yields. The presented method tolerates a wide range of aromatic, heteroaromatic, and aliphatic potassium alkynyltrifluoroborates.
A direct synthesis of allenes by a traceless petasis reaction
Mundal, Devon A.,Lutz, Kelly E.,Thomson, Regan J.
supporting information; experimental part, p. 5782 - 5785 (2012/05/07)
A one-pot synthesis of allenes by the 2-nitrobenzenesulfonylhydrazide- mediated coupling of hydroxyaldehydes or ketones with alkynyl trifluoroborate salts is reported. This mild process involves in situ formation of a sulfonylhydrazone that reacts with alkynyl trifluoroborates to generate a transient propargylic hydrazide species. Decomposition of this unstable hydrazide via an intermediate monoalkyldiazine produces the allene products through an alkene walk mechanism.
