18202-04-5Relevant articles and documents
Practical Application of the Aqueous 'Sulfonyl-Azide-Free' (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters
Dar'In, Dmitry,Kantin, Grigory,Krasavin, Mikhail
, p. 4284 - 4290 (2019/11/14)
The earlier described 'sulfonyl-Azide-free' ('SAFE') protocol for diazo transfer to CH-Acidic 1,3-dicarbonyl compounds (and their similarly activated congeners) has been extended to the less reactive monocarbonyl substrates, which previously required a se
A Simple Procedure for Preparation of α-Diazocarbonyl Compounds
Rao, Y. Koteswar,Nagarajan, M.
, p. 735 - 737 (2007/10/02)
The use of 1,8-diazabicycloundec-7-ene as a base in Regitz reaction leads to improved yields of α-diazocarbonyl compounds in much shorter time (15 min).
REGIOSPECIFIC SYNTHESIS OF α-(PHENYLTHIO)CYCLOALKENONES AND OF α-PHENYL-α-(PHENYLTHIO)KETONES VIA αα-ADDITION OF PHENYLSULPHENYL CHLORIDE TO α-DIAZOKETONES
McKervey, M. Anthony,Ratananukul, Piniti
, p. 117 - 120 (2007/10/02)
Cyclic α-diazoketones react with phenylsulphenyl chloride at room temperature to furnish α-chloro-α-(phenylthio)cycloalkanones which undergo ready dehydrochlorination to α-(phenylthio)cycloalkenones when treated with triethylamine; acyclic, terminal α-diazoketones also furnish α-chloro-α-(phenylthio)adducts which are useful electrophiles in the synthesis of α-phenyl-α-(phenylthio)ketones.
Polymer Anchored Sulfonylazide for Deformylating Diazo Group Transfer and the Synthesis of Diazo-cyclopolyenes
Duerr, Heinz,Hauck, Gerhard,Brueck, Wolfgang,Kober, Helge
, p. 1149 - 1152 (2007/10/02)
Polymer anchored sulfonylazide is compared with its efficiency in the diazogroup transfer reaction of tosylazide.The resulting yields with the polymeric reaction are slihgtly lower than with tosylazide.However the greater thermostability of polymeric sulfonyl azide and its workup procedure make this alternative very attractive for synthesis.The reaction of polymeric sulfonyl azide with cyclic polyenes gives very small yields compared with the monomeric reaction.The attempt to generate diazocyclononatetraene by an alternative route leads only to the secondary product namely indene.At low temperature, and intermediate diazocompound is, however, observed, which is tentatively assigned to structure 12. - Key words: Polymer-bound Sulfonylazide, Azogroup Transfer, Synthesis of Diazo-cyclopolyenes