61588-19-0Relevant academic research and scientific papers
Fly-ash-supported synthesis of 2-mercaptobenzothiazole derivatives under microwave irradiation
Narkhede, Hemant P.,More, Uttam B.,Dalal, Dipak S.,Pawar, Nilesh S.,More, Dhananjay H.,Mahulikar, Pramod P.
, p. 575 - 579 (2007/10/03)
Microwave-assisted, solvent-free alkylation and acylation of 2-mercaptobenzothiazole has been attempted using silica gel, alumina, and a new solid support, fly ash. Fly ash, a waste generated at thermal power stations, could be used as solid support just as efficiently as commercial supports. The additional features of methodology include a much faster reaction, easy workup, higher yields, higher purity of the products, and an ecofriendly approach. Copyright Taylor & Francis Group, LLC.
New convenient reagents for chemoselective N-alkoxycarbonylation of (S)-isoserine: Application in the isepamicin synthesis
Doktorov, Konstantin,Tarpanov, Velichko,Mechkarova, Pepa
, p. 3709 - 3718 (2008/02/10)
A synthesis of a series of N-alkoxycarbonyl mercaptobenzothiazoles (MBTs) and their application as reagents for chemoselective protection of amino group are presented herein. It was shown that all new reagents, Z-MBT, Fmoc-MBT, Phoc-MBT, and Tec-MBT, are highly effective in the selective N-alkoxycarbonylation of (S)-isoserine. The transformation is a simple, fast, and low-cost protocol, which is applicable in scale-up experiments. The starting MBT was fully recovered at the end of the process, which is an additional advantage of the method. The efficiency of the Z-reagent was also demonstrated by the selective protection of both gentamicin B and (S)-isoserine before their peptide-type coupling in the synthesis of the aminoglycoside antibiotic isepamicin. Copyright Taylor & Francis Group, LLC.
Acylation and alkoxycarbonylation of benzoxazoline-2-thione and benzothiazoline-2-thione
Nishio, Takehiko,Shiwa, Kiyoko
, p. 313 - 324 (2007/10/03)
Acylation of benzoxazoline-2-thione (1) and benzothiazoline-2-thione (2) with acetic anhydride (3) and acyl chlorides (4) gave N-acyl (5, 6) and/or S-acyl (7, 8) derivatives depending on the nature of acylating agents and bases used. Alkoxycarbonylation of 1 with aralkyl chlorocarbonates (9) gave N-alkoxycarbonyl derivatives (10) mainly, while that of 2 with aralkyl chloroccarbonates (9) gave S-alkoxycarbonyl derivatives (12) exclusively. Photolysis of N-acyl derivatives (5 or 6) in the presence of alcohols afforded 1 or 2, respectively, together with esters (16).
