RSS-Feed abonnieren
DOI: 10.1055/s-0030-1258508
Bis(benzotriazolyl)methanethione
Publikationsverlauf
Publikationsdatum:
28. Juli 2010 (online)

Introduction
Bis(benzotriazolyl)methanethione, a reagent derived from benzotriazole, is a thiophosgene equivalent for thioacylations and for the synthesis of different thiocarbonyl compounds. [¹] [²] Compared to thiophosgene, bis- (benzotriazolyl)methanethione is found to be more advantageous due to its high stability and less toxicity. It is a crystalline solid, easy to handle, and it can be stored for years at room temperature. Bis(benzotriazolyl)methanethione can be obtained in high yield as yellow crystals (mp 170-171 ˚C) starting from benzotriazole (Scheme [¹] ). [³]
Scheme 1
- 1a
Katritzky AR.Belyakov SA. Aldrichimica Acta 1998, 31: 35MissingFormLabel - 1b
Katritzky AR.Lan X.Yang JZ.Denisko OV. Chem. Rev. 1998, 98: 409MissingFormLabel - 2
Katritzky AR.Witek RM.Rodriguez-Garcia V.Mohapatra PP.Rogers JW.Cusido J.Abdel-Fattah AAA.Steel PJ. J. Org. Chem. 2005, 70: 7866MissingFormLabel - 3
Orth RE.Soedigdo S. J. Heterocycl. Chem. 1965, 2: 486 - 4
Katritzky AR.Ledoux S.Witek RM.Nair SK. J. Org. Chem. 2004, 69: 2976MissingFormLabel - 5a
Tiwari VK.Singh DD.Hussain HA.Mishra BB.Singh A. Monatsh. Chem. 2008, 139: 43MissingFormLabel - 5b
Tiwari VK.Kale RR.Mishra BB.Singh A. ARKIVOC 2008, (xiv): 27MissingFormLabel - 6a
Tiwari VK.Singh A.Hussain HA.Mishra BB.Tripathi VJ. Monatsh. Chem. 2007, 138: 653MissingFormLabel - 6b
Singh A.Kate RR.Tiwari VK. Trends in Carbohydrate Research 2009, 1: 80MissingFormLabel - 7
Katritzky AR.Khashab NM.Bobrov S.Yoshioka M. J. Org. Chem. 2006, 71: 6753 - 8
Katritzky AR.Khashab NM.Gromova AV. ARKIVOC 2006, (iii): 226 - 9
Larsen C.Harpp DN. J. Org. Chem. 1980, 45: 3713 - 10
Katritzky AR.Khashab NM.Bobrov S. Helv. Chim. Acta 2005, 88: 1664 - 11
Sasmal PK.Sridhar S.Iqbal J. Tetrahedron Lett. 2006, 47: 8661