30988-93-3Relevant academic research and scientific papers
Rapid, one-pot conversion of aryl fluorides into phenols with 2-butyn-1-ol and potassium t-butoxide in DMSO
Levin, Jeremy I.,Du, Mila T.
, p. 1401 - 1406 (2002)
Aryl fluorides react rapidly with 2-butyn-1-ol and potassium t-butoxide in DMSO under microwave irradiation to give propargylic ethers. These ethers isomerize in situ to the corresponding allenyl ethers, which hydrolyze on work-up to give phenols in good yield.
Direct Conversion of Haloarenes to Phenols under Mild, Transition-Metal-Free Conditions
Fier, Patrick S.,Maloney, Kevin M.
supporting information, p. 2244 - 2247 (2016/06/01)
A high-yielding and practical method for the synthesis of phenols from electron-deficient haloarenes and heteroarenes has been developed. The products are formed from acetohydroxamic acid as the hydroxide source via a novel SNAr reaction/Lossen rearrangement sequence. Notably, these reactions employ inexpensive and air-stable reagents, require no special handling, occur under mildly basic conditions, and form products in high yields in the presence of electrophilic and protic functionality. The utility of this methodology is demonstrated by the high-yielding hydroxylation of two base-sensitive complex substrates.
Synthesis and SAR of selective small molecule neuropeptide y Y2 receptor antagonists
Mittapalli, Gopi Kumar,Vellucci, Danielle,Yang, Jun,Toussaint, Marion,Brothers, Shaun P.,Wahlestedt, Claes,Roberts, Edward
scheme or table, p. 3916 - 3920 (2012/07/03)
Highly potent and selective small molecule neuropeptide Y Y2 receptor antagonists are reported. The systematic SAR exploration of a hit molecule N-(4-ethoxyphenyl)-4-[hydroxy(diphenyl)methyl]piperidine-1-carbothioamide, identified from HTS, led to the discovery of highly potent NPY Y2 antagonists 16 (CYM 9484) and 54 (CYM 9552) with IC50 values of 19 nM and 12 nM respectively.
A new synthetic route to aryl hydroxysulfonamides via a novel Fries-type rearrangement of aryl N,N-dialkylsulfamates
Benson,Maughan, Patrick J,Shelly, Declan P,Spillane, William J
, p. 8729 - 8731 (2007/10/03)
A novel thia-Fries rearrangement of sulfamates 1 in AlCl3 giving good yields of para-2 and ortho-3 arylhydroxysulfonamides offers a new and efficient route to these sulfonamides.
