80789-77-1Relevant academic research and scientific papers
Free-Amine-Directed Iridium-Catalyzed C?H Bond Activation and Cyclization of Naphthalen-1-amines with Diazo Compounds Leading to Naphtho[1,8-bc]pyridines
Yan, Kelu,Lin, Yongxue,Kong, Yong,Li, Bin,Wang, Baiquan
supporting information, p. 1570 - 1575 (2019/02/16)
Iridium-catalyzed C?H activation and cyclization of naphthalen-1-amines with diazo compounds leading to naphtho[1,8-bc]pyridines have been developed. Different from the previous free-amine-directed C?H functionalization with diazo compounds that relied on the coordination of lone pair electrons or in situ formation of imine, this transformation passes through a five-membered iridacycle intermediate containing an N?Ir σ-bond. It offers an alternative approach for the synthesis of useful diverse naphtho[1,8-bc]pyridine derivatives in mild conditions. (Figure presented.).
Cobalt-Catalyzed Direct Carbonylative Synthesis of Free (NH)-Benzo[ cd]indol-2(1 H)-ones from Naphthylamides
Ying, Jun,Fu, Lu-Yang,Zhong, Guoqiang,Wu, Xiao-Feng
supporting information, p. 5694 - 5698 (2019/07/08)
A cobalt-catalyzed C-H carbonylation of naphthylamides for the synthesis of benzo[cd]indol-2(1H)-one scaffolds has been developed. The reaction employs a traceless directing group and uses benzene-1,3,5-triyl triormate as the CO source, affording various free (NH)-benzo[cd]indol-2(1H)-ones in moderate to high yields (up to 88%). Using this protocol, the total synthesis of BET bromodomain inhibitors A and B was accomplished as well.
Electrochemical ruthenium-catalyzed alkyne annulations by C-H/Het-H activation of aryl carbamates or phenols in protic media
Mei, Ruhuai,Koeller, Julian,Ackermann, Lutz
supporting information, p. 12879 - 12882 (2018/11/30)
Electrooxidative peri-C-H activation was accomplished by versatile ruthenium(ii) catalysis in terms of C-H/N-H and C-H/O-H functionalization. Thus, alkyne annulations proved viable with ample scope by organometallic C-H activation. The sustainable electrocatalysis exploited electricity, thereby avoiding the use of toxic transition metals as sacrificial oxidants. The robust ruthenium(ii)-electrocatalysis was operative in a protic alcohol/H2O reaction medium with excellent levels of position-, regio- and chemo-selectivity.
C8-H bond activation vs. C2-H bond activation: From naphthyl amines to lactams
Shi, Renyi,Lu, Lijun,Xie, Hangyu,Yan, Jingwen,Xu, Ting,Zhang, Hua,Qi, Xiaotian,Lan, Yu,Lei, Aiwen
supporting information, p. 13307 - 13310 (2016/11/17)
Pd-catalyzed selective amine-oriented C8-H bond functionalization/N-dealkylative carbonylation of naphthyl amines has been achieved. The amine group from dealkylation is proposed to be the directing group for promoting this process. It represents a straightforward and easy method to access various biologically important benzo[cd]indol-2(1H)-one derivatives.
Copper-mediated dehydrogenative biaryl coupling of naphthylamines and 1,3-azoles
Odani, Riko,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
, p. 11045 - 11052 (2013/11/19)
A copper-mediated dehydrogenative biaryl cross-coupling of naphthylamines and 1,3-azoles has been developed. The key to its success is the introduction of N,N-bidentate coordination system based on the picolinamide directing group. The reaction proceeds s
