1633-79-0Relevant academic research and scientific papers
Sulfoboration of Cyclic Ethers - A Preparative Route to Mercaptoalkanols and Bis(hydroxyalkyl) Sulfides
Koester, Roland,Kucznierz, Ralf
, p. 835 - 842 (2007/10/02)
Bis(1,5-cyclooctanediylboryl) sulfide (1) reacts slowly with the cyclic ethers A-D to give O,S-bis(9-BBN)mercaptoalkanols 2a-d in excellent yields.From oxetane (E) and 1, however, 2e is obtained rapidly, which further reacts with E to yield the bis(9-BBN-oxypropyl) sulfide 3ee. 2a and c react with E to form the mixed thioethers 3ae and 3ce, respectively.The methanolysis of 2a-e leads to the O-(9-BBN)mercaptoalkanols 4a-e.The compounds 2 and 3 react with acetylacetone or with 2-aminoethanol to yield the mercaptoalkanols 7a-c, e and the bis(hydroxyalkyl) sulfides 8ae, 8ce and 8ee, resp., in high yields beside the 9-BBN-chelates 5 or 6.Key Words: Ethers, cyclic, cleavage of / Sulfoborations / Mercaptoethanols, 9-BBN derivatives of / Sulfides, bis(hydroxyalkyl), 9-BBN derivatives of
THE CHEMISTRY OF α,ω-MERCAPTOALCOHOLS IN THE PRESENCE OF DIETHOXYTRIPHENYLPHOSPHORANE. TEMEPERATURE DEPENDENCE OF CYCLODEHYDRATIONS AND S-ETHYLATIONS
Robinson, Philip L.,Kelly, Jeffery W.,Slayton, A. Evans
, p. 59 - 70 (2007/10/02)
Diethoxytriphenylphosphorane (DTPP) is easily prepared by oxidative addition of triphenylphosphine with diethyl peroxide.DTPP converts a variety of mercaptoalcohols to cyclic sulfides as well as hydroxythioethers.The temperature dependence (+25 --> -25 deg C) of the product distribution has synthetic petential.
