1034421-87-8Relevant articles and documents
One-pot Synthesis of Isoquinoline-Fused Isoquinolines via Intramolecular Hydroamination/Aza-Claisen Type Rearrangement Cascade
Chiu, Wei-Jung,Chen, Jin-Yu,Liu, Shih-I,Barve, Indrajeet J.,Huang, Wan-Wen,Sun, Chung-Ming
, p. 2834 - 2842 (2021)
A one-pot, two-step synthesis of isoquinoline-fused isoquinolines from α-amino acid esters and 2-alkynyl benzaldehydes are reported. The strategy comprises an unconventional Pictet-Spengler reaction between α-amino acid esters and 2-alkynyl benzaldehydes to give isoquinoline intermediates. Subsequent gold-catalyzed intramolecular hydroamination furnishes isoquinoline-fused isoquinolines. The scope of this strategy is further extended to prepare multisubstituted isoquinoline-fused isoquinolines via subjecting the N-allylated isoquinoline intermediates to gold-catalyzed intramolecular hydroamination followed by aza-Claisen type rearrangement. (Figure presented.).
Synthesis of organoselenyl isoquinolinium imidesviairon(iii) chloride-mediated tandem cyclization/selenation ofN′-(2-alkynylbenzylidene)hydrazides and diselenides
Cai, Zhong-Jian,Ji, Shun-Jun,Li, Fang-Hui,Wang, Dian-Liang,Wu, Bing,Yao, Hai-Feng
supporting information, p. 7577 - 7584 (2020/10/14)
This report describes the synthesis of organoselenyl isoquinolinium imides through a tandem cyclization betweenN′-(2-alkynylbenzylidene)hydrazides and diselenides. The reaction was carried out at room temperature under an ambient atmosphere using cheap iron(iii) chloride as the metallic source. The strategy shows good tolerance to a broad range ofN′-(2-alkynylbenzylidene)hydrazides and diselenides, and forms C-N and C-Se bonds in one step. The obtained product is further transformed into a bioactiveH-pyrazolo[5,1-a]isoquinoline skeleton easilyviaa silver catalyzed [3 + 2] cycloaddition.
Radical-Triggered Tandem Cyclization of 1,6-Enynes with H2O: A Way to Access Strained 1 H-Cyclopropa[ b]naph thalene-2,7-diones
Zheng, Limeng,Zhou, Bingwei,Jin, Hongwei,Li, Ting,Liu, Yunkui
supporting information, p. 7053 - 7056 (2018/11/24)
A radical-triggered tandem cyclization of 1,6-enynes has been developed herein. Strained 1H-cyclopropa[b]naphthalene-2,7-diones are successfully obtained in moderate to good yields with excellent stereoselectivity. Mechanistic studies reveal a key role of water in generating a hydroxyl radical that initiates a sequential Michael addition/ring closure pathway. Importantly, the formed hydroxyl is proposed to be a good leaving group during the cyclopropane ring formation.
