946162-01-2Relevant academic research and scientific papers
Synthesis of 3-Methylthioindoles via Intramolecular Cyclization of 2-Alkynylanilines Mediated by DMSO/DMSO-d6 and SOCl2
Li, Xuemin,Zhang, Beibei,Zhang, Jingran,Wang, Xi,Zhang, Dongke,Du, Yunfei,Zhao, Kang
, p. 1211 - 1224 (2021/05/04)
The intramolecular cyclization of 2-alkynylanilines mediated by DMSO/SOCl2 was found to afford biologically interesting 3-methylthioindoles, which are rarely obtained by the exiting methods. DMSO could also be replaced with its deuterated count
Visible-Light-Mediated [2+2+1] Carbocyclization Reactions of 1,7-Enynes with Bromofluoroacetate to Form Fused Monofluorinated Cyclopenta[ c]quinolin-4-ones
Li, Yongqiang,Liu, Yuxiu,Qu, Yi,Song, Hongjian,Wang, Qingmin,Xu, Wentao,Zhang, Jingjing
, p. 5379 - 5389 (2020/05/19)
Herein, we describe a new protocol for photoinduced radical [2+2+1] carbocyclization reactions of 1,7-enynes with bromofluoroacetate. These reactions, which proceed via a cascade involving fluoroalkylation, 6-exo-dig and 5-endo-trig cyclizations, H-transf
NaBArF4-Catalyzed Oxidative Cyclization of 1,5- and 1,6-Diynes: Efficient and Divergent Synthesis of Functionalized γ- and δ-Lactams
Zhu, Bo-Han,Wang, Cai-Ming,Su, Hong-Yu,Ye, Long-Wu
supporting information, p. 58 - 62 (2019/01/04)
An efficient NaBArF4-catalyzed oxidative cyclization of readily available 1,5- and 1,6-diynes has been developed. Importantly, this transition metal-free oxidative catalysis proceeds via a presumable Lewis acid-catalyzed SN2’ pathway, which is distinct from the relevant oxidative rhodium and gold catalysis. This method leads to the facile and practical construction of a diverse range of synthetically useful γ- and δ-lactams in mostly good to excellent yields with broad substrate scope.
Boron Trichloride-Mediated Synthesis of Indoles via the Aminoboration of Alkynes
Lv, Jiahang,Zhao, Binlin,Liu, Li,Han, Ying,Yuan, Yu,Shi, Zhuangzhi
supporting information, p. 4054 - 4059 (2018/09/25)
We describe an efficient catalyst- and metal-free aminoboration of alkynes to 3-borylated indoles using one of the least expensive boron sources, BCl3. The major dichloro(indolyl)borane products can be used for the in situ construction of usefu
Rapid Access to Indeno[1,2-c]quinolines via Br?nsted Acid- Catalyzed Cascade Reaction
Boominathan, Siva Senthil Kumar,Wang, Jeh-Jeng
supporting information, p. 1844 - 1848 (2017/06/09)
A Br?nsted acid-catalyzed annulation strategy has been developed to construct indeno[1,2-c]quinolines. This tandem synthetic method proceeds through a sequential electrophilic addition followed by a Friedel–Crafts-type reaction. A variety of tetracyclic c
Copper-catalyzed trifluoromethylazidation and rearrangement of aniline-linked 1,7-enynes: Access to CF3-substituted azaspirocyclic dihydroquinolin-2-ones and furoindolines
Yu, Liu-Zhu,Wei, Yin,Shi, Min
supporting information, p. 8980 - 8983 (2017/08/15)
A set of reactions involving copper-catalyzed trifluoromethylazidation and then rearrangement of aniline-linked 1,7-enynes with the relatively poorly reactive Togni reagent I and TMSN3 was developed, and provided facile access to structurally d
One-Pot Synthesis of Substituted Benzo[b]furans and Indoles from Dichlorophenols/Dichloroanilines Using a Palladium-Dihydroxyterphenylphosphine Catalyst
Yamaguchi, Miyuki,Akiyama, Tomoyo,Sasou, Hirohisa,Katsumata, Haruka,Manabe, Kei
, p. 5450 - 5463 (2016/07/14)
Disubstituted benzo[b]furans were synthesized by ortho-selective Sonogashira coupling of dichlorophenols and terminal alkynes, followed by cyclization and Suzuki-Miyaura coupling in one pot, using a palladium-dihydroxyterphenylphosphine (Cy-DHTP) catalyst. The use of substoichiometric amounts of tetrabutylammonium chloride was effective in accelerating the Suzuki-Miyaura coupling. This protocol was also successfully applied to the one-pot synthesis of disubstituted indoles from dichloroaniline derivatives.
An iron-catalyzed cascade approach to benzo[b]carbazole synthesis followed by 1,4-sulfonyl migration
Boominathan, Siva Senthil Kumar,Senadi, Gopal Chandru,Vandavasi, Jaya Kishore,Chen, Jeff Yi-Fu,Wang, Jeh-Jeng
supporting information, p. 3193 - 3197 (2015/03/04)
A simple and straightforward approach was developed to construct 5H-benzo[b]carbazole derivatives by iron catalysis in a cascade sequence. The notable features of this work include an atom-economical cascade sequence, unprecedented 1,4-sulfonyl migration,
A concise approach for the synthesis of 3-iodoindoles and 3-iodobenzo[b]furans via Ph3P-catalyzed iodocyclization
Li, Yin-Long,Li, Jian,Yu, Sheng-Nan,Wang, Ji-Bo,Yu, Yan-Min,Deng, Jun
supporting information, p. 8271 - 8277 (2015/10/05)
A variety of 3-iodoindole and 3-iodobenzo[b]furan derivatives were conveniently prepared from the corresponding 2-alkynylanilines and 2-alkynylphenols through Ph3P-catalyzed iodocyclization in the presence of N-iodosuccinimide (NIS). This proto
Silver-catalyzed cascade cyclization-stannylation of o-alkynylaniline derivatives with 2-tributylstannylfuran: An efficient synthesis of (3-indolyl)stannanes
Liu, Jun,Xie, Xin,Liu, Yuanhong
supporting information, p. 11794 - 11796 (2013/12/04)
A straightforward synthesis of (3-indolyl)stannanes through silver-catalyzed cyclization-stannylation of N-electron-withdrawing group-substituted o-alkynylanilines in the presence of 2-tributylstannylfuran is developed. This method offers several advantages such as no requirement of additional ligands, high efficiency and a wide reaction scope.
