93315-81-2Relevant articles and documents
An unusual route to synthesize indolizines through a domino SN2/michael addition reaction between 2-mercaptopyridine and nitroallylic acetates
Roy, Suparna
, p. 765 - 769 (2019)
A straightforward synthesis of indolizines has been demonstrated from the reaction of 2-mercaptopyridine and nitroallylic acetates in the presence of a base. The products were obtained in good isolated yield under relatively mild reaction conditions. The
Dual Gold/Silver Catalysis: Indolizines from 2-Substituted Pyridine Derivatives via a Tandem C(sp3)–H Alkynylation/Iminoauration
Han, Chunyu,Liu, Yaowen,Tian, Xianhai,Rominger, Frank,Hashmi, A. Stephen K.
supporting information, p. 9480 - 9484 (2021/12/17)
A dual gold/silver-catalyzed cascade C(sp3)–H alkynylation/iminoauration of 2-substituted pyridines with hypervalent iodine(III) reagents for the synthesis of indolizines is described. This novel reaction involves the formation of an alkynyl Au(III) species, a dual gold/silver-catalyzed C(sp3)–H functionalization, and a subsequent iminoauration process. A number of indolizines bearing diverse functionalities were prepared in good to excellent yield. Furthermore, a gram-scale reaction was efficiently conducted.
Iodine-Mediated Oxidative Cyclization of 2-(Pyridin-2-yl)acetate Derivatives with Alkynes: Condition-Controlled Selective Synthesis of Multisubstituted Indolizines
He, Lisheng,Li, Chunyan,Liang, Guangyan,Liu, Xiaolan,Pan, Weidong,Wang, Daoping,Yang, Yuzhu
supporting information, p. 459 - 470 (2020/01/23)
An iodine-mediated oxidative cyclization reaction between 2-(pyridin-2-yl)acetate derivatives and different alkynes has been developed, which provides regioselective and chemoselective syntheses of multiply substituted indolizines under modified reaction
Cobalt(II)-based Metalloradical Activation of 2-(Diazomethyl)pyridines for Radical Transannulation and Cyclopropanation
Roy, Satyajit,Das, Sandip Kumar,Chattopadhyay, Buddhadeb
supporting information, p. 2238 - 2243 (2018/02/19)
A new catalytic method for the denitrogenative transannulation/cyclopropanation of in-situ-generated 2-(diazomethyl)pyridines is described using a cobalt-catalyzed radical-activation mechanism. The method takes advantage of the inherent properties of a CoIII-carbene radical intermediate and is the first report of denitrogenative transannulation/cyclopropanation by a radical-activation mechanism, which is supported by various control experiments. The synthetic benefits of the metalloradical approach are showcased with a short total synthesis of (±)-monomorine.
Metal-free synthesis of indolizines through oxidative C–C and C–N bond formations of C (sp3) –H bonds
Reddy, N. Naresh Kumar,Mohan, Darapaneni Chandra,Adimurthy, Subbarayappa
supporting information, p. 1074 - 1078 (2018/03/26)
Iodine catalyzed synthesis of indolizine-1-carboxylates through oxidative C–C and C–N bond formations by the reaction of 2-pyridyl acetates with alkynes and alkenes without metal, oxidant, and base. This procedure is compatible with a broad range of functional groups in both alkynes and alkenes with good yields. The reaction proceeds through a tandem C–C bond formation followed by an intramolecular cyclization.
Synthesis of substituted indolizines via radical oxidative decarboxylative annulation of 2-(pyridin-2-yl)acetate derivatives with α,β-unsaturated carboxylic acids
Gu, Jian,Cai, Chun
supporting information, p. 9966 - 9969 (2016/11/06)
A copper mediated radical oxidative annulation of 2-(pyridin-2-yl)acetate derivatives with α,β-unsaturated carboxylic acids is developed. This study offers a new and expedient strategy for the synthesis of useful indolizines in moderate to good yields and exhibits a broad substrate scope and good functional group tolerance.
Cu-catalyzed transannulation reaction of pyridotriazoles with terminal alkynes under aerobic conditions: Efficient synthesis of indolizines
Helan,Gulevich,Gevorgyan
, p. 1928 - 1931 (2015/06/01)
A Cu(i)-catalyzed denitrogenative transannulation reaction of pyridotriazoles with terminal alkynes en route to indolizines was developed. Compared to the previously reported Rh-catalyzed transannulation reaction, this Cu-catalyzed method features aerobic conditions and a much broader scope of pyridotriazoles and alkynes.
Tuning radical reactivity using iodine in oxidative C(sp3)-H/C(sp)-H cross-coupling: An easy way toward the synthesis of furans and indolizines
Tang, Shan,Liu, Kun,Long, Yue,Qi, Xiaotian,Lan, Yu,Lei, Aiwen
supporting information, p. 8769 - 8772 (2015/05/20)
Molecular iodine was found to be an effective redox catalyst for the oxidative cross-coupling of carbonyl compounds with terminal alkynes. In this work, we demonstrated that iodine could tune radical reactivity through reversible C-I bond formation for co
Indolizine Synthesis via Oxidative Cross-Coupling/Cyclization of Alkenes and 2-(Pyridin-2-yl)acetate Derivatives
Liu, Ren-Rong,Hong, Jian-Jun,Lu, Chuan-Jun,Xu, Meng,Gao, Jian-Rong,Jia, Yi-Xia
supporting information, p. 3050 - 3053 (2015/06/30)
A novel copper/I2-mediated oxidative cross-coupling/cyclization of 2-(pyridin-2-yl)acetate derivatives and simple olefins is developed, which provides a straightforward and efficient access to structural diversely indolizines. A series of 1,3-d
Copper-Catalyzed Oxidative Coupling-Annulation: One-Pot Synthesis of Indolizines from 2-Alkylazaarenes with Alkenes
Liu, Jing-Ling,Liang, Ying,Wang, Heng-Shan,Pan, Ying-Ming
supporting information, p. 2024 - 2028 (2015/09/01)
A novel copper-catalyzed highly selective oxidative coupling-annulation of 2-alkylazaarenes with terminal alkenes was achieved. This process provides a simple, efficient, and atom-economic way to construct indolizines in good yields.
