logo
    Recent advances in ring-opening of cyclobutanone oximes for capturing SO2, CO or O2via a radical process
    Organic & Biomolecular Chemistry (2023)
    Long‐Jin ZhongJian‐Hong FanPu ChenPeng‐Fei HuangBiquan XiongKewen TangYu Liu
    3
    Citation
    88
    Reference
    10
    Related Paper
    Citation Trend
    Abstract:
    In this review, we conclude recent main themes in trapping SO 2 , CO or O 2 by cyanoalkyl radicals, which are produced from iminyl-radical-triggered C–C bond cleavage of cyclobutanone oxime derivatives.
    Keywords:
    Cyclobutanone
    Bond cleavage
    Cleavage (geology)
    Topics:
    Sulfur-Based Synthesis Techniques
    Radical Photochemical Reactions
    Catalytic C–H Functionalization Methods
    Copper-catalysed C(sp3)–N coupling initiated by selective C–C bond cleavage of cyclobutanone oxime esters
    Organic Chemistry Frontiers (2019)
    Qingqiang MinNa LiGuang-Le ChenFeng Liu
    A mild and practical protocol is developed for the synthesis of functionalized 4-(arylamino)butanenitriles via selective C–C bond cleavage and subsequent C(sp3)–N coupling.
    Cyclobutanone
    Bond cleavage
    Cleavage (geology)
    Citations (39)
    An economical and convenient preparation of 2-(phenylthio)cyclobutanone, a synthetic equivalent of cyclobutanone
    Tetrahedron Letters (1981)
    Theodore CohenDaniel R. OuelletteK. PushpanandaA. SenaratneLin‐Chen Yu
    Cyclobutanone
    Citations (21)
    ChemInform Abstract: AN ECONOMICAL AND CONVENIENT PREPARATION OF 2-(PHENYLTHIO)CYCLOBUTANONE, A SYNTHETIC EQUIVALENT OF CYCLOBUTANONE
    Chemischer Informationsdienst (1981)
    Theodore CohenDaniel R. OuelletteK. PushpanandaA. SenaratneLin‐Chen Yu
    Abstract Das gut zugängliche Bis‐dithioacetal (I) wird mit sek.‐Butyllithium zum Cyclobuten (II) kondensiert.
    Cyclobutanone
    Butyllithium
    Citations (0)
    The question of transannular bonding in cyclobutanone, boretane and the cyclobutyl cation
    Tetrahedron (1968)
    Robert Earl DavisA. OHNO
    Cyclobutanone
    Quantum chemical
    Citations (12)
    Cyclobutanone as an electrophile for lithiated phosphine oxides: ‘Internal quench’ conditions
    Journal of Organometallic Chemistry (1997)
    Catherine GuéguenPeter O’BrienStuart WarrenPaul Wyatt
    Cyclobutanone
    Phosphine oxide
    Citations (15)
    PHOTOLYSIS OF [n.2.2]PROPELLANONES INVOLVING A CYCLOBUTANONE RING
    Chemistry Letters (1982)
    Yoshito TobeYukihiko KanazawaKiyomi KakiuchiYoshinobu Odaira
    Abstract Photolysis of [n.2.2]propellanones (5) and (6) involving a cyclobutanone ring in methanol afforded the cycloelimination products 7 and 9 in good yields, especially in the case of highly strained [3.2.2]propellanone (6), via α-cleavage in the direction leading to the less favorable acyl-alkyl radical pair.
    Cyclobutanone
    Citations (11)
    ChemInform Abstract: REARRANGEMENTS INITIATED BY TRIMETHYLSILYL IODIDE: THE FACILE RING OPENING OF SOME CYCLOBUTANONE DERIVATIVES
    Chemischer Informationsdienst (1980)
    R. MillerDennis R. McKean
    Abstract Trimethylsilyliodid (II) spaltet cyclische Ketone in Gegenwart von Katalysatoren wie Hg‐H2O oder ZnI 2 zu entsprechenden Iodalkylketonen.
    Cyclobutanone
    Trimethylsilyl
    Citations (0)
    Radical-induced ring-opening and reconstruction of cyclobutanone oxime esters
    Chemical Communications (2019)
    Panpan WangBinlin ZhaoYu YuanZhuangzhi Shi
    The first example of intramolecular ring-opening and reconstruction of cyclobutanone oxime esters via selective C–C bond cleavage leading to the synthesis of 3,4-dihydronaphthalene-2-carbonitriles in the presence of a cheap copper catalyst has been reported.
    Cyclobutanone
    Bond cleavage
    Cleavage (geology)
    Citations (38)
    Chemoselective Strain Release of Bicyclo[1.1.1]pent-1-yl Alcohols
    Synlett (2022)
    Songjie YuYue MaYinan Ai
    Abstract The chemoselective C–C bond cleavage of bicyclo[1.1.1]pent-1-yl alcohols (BCP-OHs) was examined. Highly ring-strained BCP-OHs were found to be particularly reactive, delivering cyclobutanone derivatives through a base-mediated single C–C bond cleavage or α,β-unsaturated ketones by palladium-catalyzed dual C–C bond cleavage.
    Cleavage (geology)
    Bond cleavage
    Ring strain
    Cyclobutanone
    Citations (2)
    Lignin Linkages Cleavage Beginning with C α O–H/ArO–H or C α –OH Bond Heterolysis
    Chaofeng ZhangFeng Wang
    In this chapter, strategies for lignin linkages cleavage beginning with C α O–H/ArO–H or C α –OH bonds heterolysis are summarized, primarily focusing on lignin alkaline hydrolysis, acidolysis, and their corresponding tandem processes. Chapter 8.1 focuses on the base-catalyzed cleavage of the C β –OAr bond beginning with C α O–H or ArO–H heterolysis to oxygen anion, which further induces the cleavage of the lignin C β –OAr bond. Chapter 8.2 summarizes the various acid-catalyzed methods for the C β –OAr bond cleavage beginning with C α –OH heterolysis, which further induce the C β –OAr bond cleavage via a C α =C β –OAr intermediate.
    Heterolysis
    Cleavage (geology)
    Bond cleavage
    Citations (0)