Citation: Qing Qing Meng, He Xiang Bai, Feng Li, Quan Rui Wang, Feng Gang Tao. A convenient synthesis of 2-aryl substituted benzo[f] [1, 2, 4]triazolo[1, 5-a]azepine derivatives[J]. Chinese Chemical Letters, ;2007, 18(7): 785-787. doi: 10.1016/j.cclet.2007.05.005 shu

A convenient synthesis of 2-aryl substituted benzo[f] [1, 2, 4]triazolo[1, 5-a]azepine derivatives

Department of Chemistry, Fudan University, Shanghai 200433, China

Received Date: 27 February 2007

Fund Project: This work was carried out with the financial assistance of the National Natural Science Foundation of China (Project 20372015).

A convenient synthetic pathway to 2-aryl-5, 6-dihydro-4H-benzo[f] [1, 2, 4]triazolo[1, 5-a]azepine derivatives 7 was developed.The synthesis was based on the cycloaddition of the 1, 2, 3, 4-tetrahydronaphthalene α-acetoxy azo compounds 3 with Ar-CN in the presence of AlCl₃ and the consecutive ring enlargement.
- Benzotriazoloazepine,
- Nitriles,
- 1, 3-Dipolar cycloaddition,
- Ring expansion
1. [1]
  Yu-Chen Fang , Jia-He Chen , Mi-Zhuan Li , Hui-Min Li , Mei Bai , Yong-Zheng Chen , Zi-Wei Gao , Wen-Yong Han . Forging of silaoxycarbocyclics by interrupted Catellani reaction. Chinese Chemical Letters, 2025, 36(7): 110474-. doi: 10.1016/j.cclet.2024.110474
2. [2]
  Xiaohui Fu , Yanping Zhang , Juan Liao , Zhen-Hua Wang , Yong You , Jian-Qiang Zhao , Mingqiang Zhou , Wei-Cheng Yuan . Palladium-catalyzed enantioselective decarboxylation of vinyl cyclic carbamates: Generation of amide-based aza-1,3-dipoles and application to asymmetric 1,3-dipolar cycloaddition. Chinese Chemical Letters, 2024, 35(12): 109688-. doi: 10.1016/j.cclet.2024.109688
3. [3]
  Liangfeng Yang , Liang Zeng , Yanping Zhu , Qiuan Wang , Jinheng Li . Copper-catalyzed photoredox 1,4-amidocyanation of 1,3-enynes with N-amidopyridin-1-ium salts and TMSCN: Facile access to α-amido allenyl nitriles. Chinese Chemical Letters, 2024, 35(11): 109685-. doi: 10.1016/j.cclet.2024.109685
4. [4]
  Jing-Qi Tao , Shuai Liu , Tian-Yu Zhang , Hong Xin , Xu Yang , Xin-Hua Duan , Li-Na Guo . Photoinduced copper-catalyzed alkoxyl radical-triggered ring-expansion/aminocarbonylation cascade. Chinese Chemical Letters, 2024, 35(6): 109263-. doi: 10.1016/j.cclet.2023.109263
5. [5]
  Juan Guo , Mingyuan Fang , Qingsong Liu , Xiao Ren , Yongqiang Qiao , Mingju Chao , Erjun Liang , Qilong Gao . Zero thermal expansion in Cs₂W₃O₁₀. Chinese Chemical Letters, 2024, 35(7): 108957-. doi: 10.1016/j.cclet.2023.108957
6. [6]
  Xiaojuan Lv , Yuting Dong , Hongliang Huang , Dariusz W. Szczepanik , Naoki Aratani , Takahisa Ikeue , Feng Chen , Tao Zhang , Fengxian Qiu , Toshiharu Teranishi , Songlin Xue . Local aromatic ring cleaves the global aromatic ring in hexaphyrin(2.1.2.1.2.1). Chinese Chemical Letters, 2025, 36(7): 110435-. doi: 10.1016/j.cclet.2024.110435
7. [7]
  Peiyan Zhu , Yanyan Yang , Hui Li , Jinhua Wang , Shiqing Li . Rh(Ⅲ)‐Catalyzed sequential ring‐retentive/‐opening [4 + 2] annulations of 2H‐imidazoles towards full‐color emissive imidazo[5,1‐a]isoquinolinium salts and AIE‐active non‐symmetric 1,1′‐biisoquinolines. Chinese Chemical Letters, 2024, 35(10): 109533-. doi: 10.1016/j.cclet.2024.109533
8. [8]
  Shuai Liang , Wen-Jing Jiang , Ji-Xiang Hu . Achieving colossal anisotropic thermal expansion via synergism of spin crossover and rhombus deformation. Chinese Journal of Structural Chemistry, 2025, 44(2): 100430-100430. doi: 10.1016/j.cjsc.2024.100430
9. [9]
  Guodong Wang , Mengying Jia , Haitao Liu , Yong Liu , Zhiguo Zhang , Xianxiu Xu . Expeditious synthesis and applications of isoquinoline ring-modified Quinap derivatives. Chinese Chemical Letters, 2025, 36(8): 110705-. doi: 10.1016/j.cclet.2024.110705
10. [10]
  Gangsheng Li , Xiang Yuan , Fu Liu , Zhihua Liu , Xujie Wang , Yuanyuan Liu , Yanmin Chen , Tingting Wang , Yanan Yang , Peicheng Zhang . Three-step synthesis of flavanostilbenes with a 2-cyclohepten-1-one core by Cu-mediated [5 + 2] cycloaddition/decarboxylation cascade. Chinese Chemical Letters, 2025, 36(2): 109880-. doi: 10.1016/j.cclet.2024.109880
11. [11]
  Wenling Yuan , Fengli Li , Zhe Chen , Qiaoxin Xu , Zhenhua Guan , Nanyu Yao , Zhengxi Hu , Junjun Liu , Yuan Zhou , Ying Ye , Yonghui Zhang . AbnI: An α-ketoglutarate-dependent dioxygenase involved in brassicicene CH functionalization and ring system rearrangement. Chinese Chemical Letters, 2024, 35(5): 108788-. doi: 10.1016/j.cclet.2023.108788
12. [12]
  Yue Sun , Liming Yang , Yaohang Cheng , Guanghui An , Guangming Li . Pd(I)-catalyzed ring-opening arylation of cyclopropyl-α-aminoamides: Access to α-ketoamide peptidomimetics. Chinese Chemical Letters, 2024, 35(6): 109250-. doi: 10.1016/j.cclet.2023.109250
13. [13]
  Qiuyun Li , Yannan Zhu , Yining Wang , Gang Qi , Wen-Juan Hao , Kelu Yan , Bo Jiang . Catalytic CH activation-initiated transdiannulation: An oxygen transfer route to ring-fluorinated tricyclic γ-lactones. Chinese Chemical Letters, 2024, 35(9): 109494-. doi: 10.1016/j.cclet.2024.109494
14. [14]
  Wenyu Gao , Liming Zhang , Chuang Zhao , Lixiang Liu , Xingran Yang , Jinbo Zhao . Controlled semi-Pinacol rearrangement on a strained ring: Efficient access to multi-substituted cyclopropanes by group migration strategy. Chinese Chemical Letters, 2024, 35(9): 109447-. doi: 10.1016/j.cclet.2023.109447
15. [15]
  Rong-Nan Yi , Wei-Min He . Visible light/copper catalysis enabled radial type ring-opening of sulfonium salts. Chinese Chemical Letters, 2025, 36(4): 110787-. doi: 10.1016/j.cclet.2024.110787
16. [16]
  Yuhan Zhang , Xiao-Lin Zhang , Han Ding , Yuan Xu , Xue-Wei Liu . Catalytic ring-strain release toward a facial and efficient synthesis of versatile C-glycosides. Chinese Chemical Letters, 2025, 36(7): 110560-. doi: 10.1016/j.cclet.2024.110560
17. [17]
  Xue-Wen Wu , Bin-Bao Wang , Yu Qin , Yong-Xiang Huang , Muhammad Aurang Zeb , Bin Cheng , Xiao-Li Li , Chang-Bo Zheng , Wei-Lie Xiao . Diterpenoids with unexpected 5/6/6-fused ring system and its dimer from Strophioblachia glandulosa. Chinese Chemical Letters, 2025, 36(8): 110584-. doi: 10.1016/j.cclet.2024.110584
18. [18]
  Juan He , Jiao-Xian Du , Meng Wang , Xiao-Dong Luo , Tao Feng . Irpexlactones A and B, a pair of ring-rearranged tremulane sesquiterpenoids from the basidiomycete Irpex lacteus and their anti-inflammatory activity. Chinese Chemical Letters, 2025, 36(10): 110769-. doi: 10.1016/j.cclet.2024.110769
19. [19]
  Jianfang Cao , Xue Ma , Xinyu Chen , Tianci Zhang , Wen Sun . Theoretical perspective on fine-tuning ISC efficiency in D-A BODIPY photosensitizers through heteroatom incorporation and nitrogen ring strain modulation. Chinese Chemical Letters, 2025, 36(10): 110897-. doi: 10.1016/j.cclet.2025.110897
20. [20]
  Qinghong Zhang , Qiao Zhao , Xiaodi Wu , Li Wang , Kairui Shen , Yuchen Hua , Cheng Gao , Yu Zhang , Mei Peng , Kai Zhao . Visible-light-induced ring-opening cross-coupling of cycloalcohols with vinylazaarenes and enones via β-C-C scission enabled by proton-coupled electron transfer. Chinese Chemical Letters, 2025, 36(2): 110167-. doi: 10.1016/j.cclet.2024.110167

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(965)
HTML views(8)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return