26557-56-2Relevant academic research and scientific papers
Regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide under metal-free conditions
Cao, Hua,Lin, Jiatong,Liu, Xiang,Song, Dan,Zhan, Haiying,Zhang, Zemin,Zhuang, Canzhan
supporting information, p. 5284 - 5288 (2021/06/28)
An efficient and straightforward metal-free regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide has been described. A series of indolizine-dithiocarbamate derivatives were easily accessed in moderate to good yields with a broad scope. In addition, imidazo[1,2-a]pyridines were also well tolerated to afford diverse imidazoheterocycle-dithiocarbamate products, which are expected to be utilized for drug discovery. Of note, the reaction could be readily scaled up, and shows its practical value in organic synthesis.
Mechanochemical Synthesis of 1,2-Diketoindolizine Derivatives from Indolizines and Epoxides Using Piezoelectric Materials
Wang, Yumei,Zhang, Ziwu,Deng, Lichan,Lao, Tianfeng,Su, Zhengquan,Yu, Yue,Cao, Hua
supporting information, p. 7171 - 7176 (2021/09/14)
A simple and efficient mechanochemical-induced approach for the synthesis of 1,2-diketoindolizine derivatives has been developed. BaTiO3 was used as the piezoelectric material in this transformation. This method features no usage of solvent, simple experimental operation, scalable potential, and high conversion efficiency, which make it attractive and practical.
Visible-Light-Induced Regioselective Dicarbonylation of Indolizines with Oxoaldehydes via Direct C-H Functionalization
Teng, Lili,Liu, Xiang,Guo, Pengfeng,Yu, Yue,Cao, Hua
supporting information, p. 3841 - 3845 (2020/05/08)
A metal-free system for regioselective dehydrogenative cross-couplings between indolizines and oxoaldehydes catalyzed by visible light under mild conditions has been described. As an atom economical and eco-friendly protocol, the reaction proceeds in good yields using inexpensive, readily available visible-light sources and the environmentally friendly oxidant oxygen. Various valuable 1,2-dicarbonyl derivatives attached to an indolizine core were easily accessed by the direct dicarbonylation of the sp2 C-H bond.
A visible-light-induced intermolecular [3 + 2] alkenylation-cyclization strategy: Metal-free construction of pyrrolo[2,1,5-cd] indolizine rings
Liang, Yaofeng,Teng, Lili,Wang, Yajun,He, Qiuxing,Cao, Hua
supporting information, p. 4025 - 4029 (2019/08/07)
A simple and efficient visible-light-induced intermolecular [3 + 2] alkenylation-cyclization process has been developed. This reaction provided an unprecedented metal-free double C(sp2)-H bond oxidation coupling of indolizines with electron-deficient alkenes. Through this cascade reaction, a series of pyrrolo[2,1,5-cd]indolizine derivatives with a large π-system were synthesized. Furthermore, this approach features easily available starting materials, good functional group tolerance, step-economy, high efficiency and mild conditions.
Ruthenium-NHC-Catalyzed asymmetric hydrogenation of indolizines: Access to indolizidine alkaloids
Ortega, Nuria,Tang, Dan-Tam D.,Urban, Slawomir,Zhao, Dongbing,Glorius, Frank
supporting information, p. 9500 - 9503 (2013/09/23)
Crossing N-bridges! A ruthenium/N-heterocyclic carbene (NHC) complex serves as the catalyst for the high-yielding and completely regioselective and asymmetric hydrogenation of substituted indolizines and 1,2,3-triazolo-[1,5-a] pyridines. This method shoul
Regioselective CH bond activation on stabilized nitrogen ylides promoted by Pd(II) complexes: Scope and limitations
Grande, Loreto,Serrano, Elena,Cuesta, Luciano,Urriolabeitia, Esteban P.
, p. 394 - 404 (2012/04/23)
The orthopalladation of N-ylides [HxCyN-CHC-(O)Ar] (HxCyN = pyridine, benzylamine, imidazole, aniline, and phenylpyridine; Ar = aryl) has been studied. The incorporation of the Pd atom to these substrates is regioselective, since the orthopalladation is produced, in most of the cases, only at the aryl ring of the benzoyl group with concomitant C-bonding of the Nylide. The X-ray structure of one representative example is reported. Factors governing the observed orientation are discussed, because this regioselectivity is worthy of note, considering the deactivating nature of the carbonyl group. Two exceptions to the general trend have been observed. The first one is the double metalation of the ylide [PhMe2NCHC(O)Ph], which incorporates one Pd at each Ph. The second one is the palladation of the phenylpyridine derivative, which occurs at the pyridinic 2-phenyl ring and produces a six-membered palladacycle.
