60080-98-0Relevant articles and documents
The first formation of (1Z)-1-alkylidene-1H-isobenzofuranium amides and 1H-inden-1-ones: Acid-promoted 5-exo cyclization and hydration/aldol condensation reactions of o-ethynylbenzophenones
Nagahora, Noriyoshi,Wasano, Tatsuya,Nozaki, Kazuhiro,Ogawa, Tamaki,Nishijima, Shuhei,Motomatsu, Daiki,Shioji, Kosei,Okuma, Kentaro
supporting information, p. 1423 - 1430 (2014/03/21)
(1Z)-1-(2,2-Dimethylpropylidene)-1H-isobenzofuranium bis(trifluoromethylsulfonyl)amides were synthesized through 5-exo cyclization reactions between sterically encumbered o-alkynylbenzophenones and bis(trifluoromethylsulfonyl)imide (Tf2NH). It
Substitution controlled functionalization of ortho -bromobenzylic alcohols via palladium catalysis: Synthesis of chromenes and indenols
Mahendar, Lodi,Satyanarayana, Gedu
supporting information, p. 2059 - 2074 (2014/04/03)
An efficient domino Pd-catalyzed transformation of simple ortho-bromobenzyl tertiary alcohols to chromenes is presented. Their formation is believed to proceed via the formation of a five-membered palladacycle, which, in turn, involves in an intermolecular homocoupling with the second ortho- bromobenzyltertiary alcohol to yield the homo-biaryl bond followed by intramolecular C-O bond formation. Interestingly, when there is an allylic substituent on the benzylic carbon atom, a chemoselective switch was observed, which preferred intramolecular Heck coupling and gave indenols. Further, it has been confirmed that the tertiary alcohol functionality is indispensible to give the coupled products, whereas the use of primary/secondary benzylic alcohols furnished the simple carbonyl products via a possible reductive debromination followed by oxidation due to the availability of β-hydrogen(s).
Synthesis of 3-substituted indazoles and benzoisoxazoles via Pd-catalyzed cyclization reactions: application to the synthesis of nigellicine
Inamoto, Kiyofumi,Katsuno, Mika,Yoshino, Takashi,Arai, Yukari,Hiroya, Kou,Sakamoto, Takao
, p. 2695 - 2711 (2007/10/03)
Syntheses of 3-substituted indazoles and benzoisoxazoles were efficiently accomplished with the aid of Pd-catalyzed intramolecular carbon-nitrogen and carbon-oxygen bond formations. The catalyst system described herein allows the cyclization to proceed under very mild conditions and thus could be applied to a wide range of substrates with acid- or base-sensitive functional groups. A total synthesis for the indazole ring-containing natural product nigellicine is also described.