Pd-Catalyzed Intramolecular Heck Reaction, C(sp2)-H Activation, 1,4-Pd Migration, and Aminopalladation: Chemoselective Synthesis of Dihydroindeno[1,2,3-kl]acridines and 3-Arylindoles

被引：46
|
作者：
Gu, Zheng-Yang
Liu, Cheng-Guo
Wang, Shun-Yi [1 ]
Ji, Shun-Jun [1 ]
机构：
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 10期
关键词：
CROSS-COUPLING REACTIONS; CARBON-HYDROGEN BONDS; EFFICIENT SYNTHESIS; INDOLE SYNTHESIS; FUNCTIONALIZATION; PERSPECTIVE; OXINDOLES; ARYLATION;
D O I：
10.1021/acs.orglett.6b00843
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Palladium-catalyzed intramolecular Heck reaction and aminopalladation of N-(2-(1-phenylvinyl)phenyl)-aniline for the efficient synthesis of dihydroindeno [1,2,3-kl]acridines and 3-arylindoles via tuning of the phosphine ligands and solvents under two optimized conditions are reported. The reaction follows a 1,4-Pd migration, aminopalladation, C(sp(2))-H activation, as well as five- and six-membered-ring fusion to form different products. The dihydroindeno[1,2,3-kl]acridine derivatives showed higher triplet energy (E-T) levels than common blue phosphorescent dopant and may serve as good host candidates for blue triplet emitters.
引用
收藏
页码：2379 / 2382
页数：4
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