109341-49-3Relevant articles and documents
A convenient synthesis of Benz[f]Indene
Ghorai, Sujit K.,Hazra, Nirmal K.,Mal, Dipakranjan
, p. 689 - 690 (1998)
The crucial annulation of sulfone aldehyde 2 with enone 3 has led to an operationally simple two-step synthesis of benz[f]indene1, and its derivatives 8 and 9 involving a new rearrangement.
Organocatalytic [10+4] cycloadditions for the synthesis of functionalised benzo[a]azulenes
Giardinetti, Maxime,Jessen, Nicolaj Inunnguaq,Christensen, Mette Louise,J?rgensen, Karl Anker
, p. 202 - 205 (2019)
A direct and mild strategy for the synthesis of benzo[a]azulenes based on an organocatalytic [10+4] cycloaddition reaction is described. The strategy enables a diversity-oriented approach for the synthesis of various poly-functionalised azulenes from easily accessible starting materials.
Convenient synthesis of NCS - Chromophore metabolite isosteres: Binding agents for bulged DNA microenvironments
Lin, Yiqing,Jones, Graham B.,Hwang, Geum-Sook,Kappen, Lizzy,Goldberg, Irving H.
, p. 71 - 74 (2005)
(Chemical Equation Presented) A designed molecule with capacity to bind DNA bulges (20) has been prepared from readily available starting materials. The spirocyclic template was modeled on a metabolite of neocarzinostatin chromophore (NCSi-gb) and is equi
Synthesis and DNA binding of spirocyclic model compounds related to the neocarzinostatin chromophore.
Xi,Jones,Qabaja,Wright,Johnson,Goldberg
, p. 1375 - 1377 (1999)
[formula: see text] Spirocyclic model compounds which mimic the molecular architecture of one of the decomposition products of the antitumor agent NCS-chrom have been synthesized. These readily accessible molecules bind with remarkable efficiency to bulged DNA oligonucleotides, offering potential for the design of therapeutic agents.
Design and synthesis of new stable fluorenyl-based radicals
Tian, Yi,Uchida, Kazuyuki,Kurata, Hiroyuki,Hirao, Yasukazu,Nishiuchi, Tomohiko,Kubo, Takashi
, p. 12784 - 12793 (2015/02/19)
Organic neutral radicals have long fascinated chemists with a fundamental understanding of structure-reactivity relationships in organic reactions and with applications as new functional materials. However, the elusive nature of these radicals makes the synthesis, isolation, and characterization very challenging. In this work, the synthesis of three long-lived, fluorenyl-based radicals are reported. The geometry and electronic structures of these radicals were systematically investigated with a combination of various experimental methods, besides density functional theory (DFT) calculations, which include X-ray crystallographic analysis, electron spin resonance (ESR), electron nuclear double resonance (ENDOR), cyclic voltammetry, and UV-vis-NIR measurements. Their half-life periods (τ1/2) in air-saturated solution under ambient conditions were also determined. Surprisingly, all three radicals showed remarkable stabilities: τ1/2 = 7, 3.5, and 43 days.
Ortho-quinodimethane from anthracene epidioxide: Scope of the Diels-Alder reaction and mild preparation of naphthalene derivatives
Siret, Bernard,Albrecht, Sébastien,Defoin, Albert
, p. 1075 - 1079 (2015/01/08)
The thermal isomerisation of anthracene epidioxide 3 has been known to give phenylenedioxy-ortho-quinodimethane 5 as a reactive transient. We presented herein the scope of the Diels-Alder reaction of this transient 5 with some dienophiles. In addition, a mild synthesis of naphthalene derivatives has been developed via base-induced cleavage of the obtained Diels-Alder adducts.
Facile and efficient bromination of benz[F]Indan-1-One
Unlu, Cihansel Sancak,Tutar, Ahmet,Erenler, Ramazan
experimental part, p. 705 - 708 (2012/09/07)
The bromination reaction of benz[f]indan-1-one was investigated by NBS, molecular bromine and fotobromination. Benz[f]indan-1-one was synthesized by treatment of α,α,α',α'- tetrabromo-o-xylene with cyclopenten-1-one. Bromination of benz[f]indan-1-one with bromine (1.2 equiv) at low temperature afforded the α-monobromobenz[f]indanone in addition to α,α'- dibromobenz[f]indanone. The quantitative yield of α,α'-dibromobenz[f]indanone was synthesized by treatment of benz[f]indan-1-one with 2.1 equv. bromine at room temperature for 25 min. The electrophonic bromination of α,α'-dibromobenz[f]indanone with N-bromosuccinimide (NBS) regioselectively proceeded at C-8 side and afforded the corresponding 2,2,8- Tribromobenz[f]indanone which also could be obtained from the treatment of benz[f]indan-1-one with NBS and SiO2. Dibromobenz[f]indenone was generated by the treatment of benz[f]indan-1-one with bromine in photochemical reaction apparatus irradiated by 150 watt projection lamp. Dibromobenz[f]indenone was also synthesized by the treatment of α,α'-dibromobenz[f]indanone with NBS in photochemical reaction apparatus irradiated by 150 watt projection lamp. 2,8- Dibromobenz[f]indanone was synthesized by the reaction of α-monobromobenz[f]indanone with NBS.
Photochemical generation and reversible cycloaromatization of a nine-membered ring cyclic enediyne
Pandithavidana, Dinesh R.,Poloukhtine, Andrei,Popik, Vladimir V.
supporting information; experimental part, p. 351 - 356 (2009/06/18)
Irradiation of the nine-membered ring enediyne precursor, which has one of its triple bonds masked as cyclopropenone, efficiently(φ = 0.34) generates the reactive 4,5-benzocyclonona-2,6-diynol. The latter rapidly equilibrates with the corresponding 1,4-didehydronaphthalene diradical and then undergoes rate- limiting hydrogen abstraction to produce the ultimate product of the Bergman cyclization, benz[f]indanol.
