One-Step Construction of Tetrahydro-5H-indolo[3,2-c]quinolines from Benzyl Azides and Indoles via a Cascade Reaction Sequence

2011 ◽  
Vol 13 (24) ◽  
pp. 6331-6333 ◽  
Author(s):  
Zengqiang Song ◽  
Yu-Ming Zhao ◽  
Hongbin Zhai
RSC Advances ◽  
2019 ◽  
Vol 9 (46) ◽  
pp. 26768-26772 ◽  
Author(s):  
Chaochao Ding ◽  
Shaoli Wang ◽  
Yaoguang Sheng ◽  
Qian Dai ◽  
Yunjie Zhao ◽  
...  

A versatile and efficient route for the preparation of unsymmetrical thioureas and oxazolidinethiones from amines and carbon disulfide has been achieved via a cascade reaction sequence.


iScience ◽  
2020 ◽  
Vol 23 (3) ◽  
pp. 100902 ◽  
Author(s):  
Nengbo Zhu ◽  
Mong-Feng Chiou ◽  
Haigen Xiong ◽  
Min Su ◽  
Muqiao Su ◽  
...  

2019 ◽  
Vol 9 (15) ◽  
pp. 4055-4065 ◽  
Author(s):  
Gang Li ◽  
Lou Gao ◽  
Zhizheng Sheng ◽  
Yulu Zhan ◽  
Chaoyang Zhang ◽  
...  

A simple one-step strategy for the preparation of a bifunctional Zr-Al-Beta zeolite with external open Zr(iv) sites, showing high activity for the cascade reaction.


2020 ◽  
Author(s):  
Liping Lin ◽  
Xianhong Xiang ◽  
Shu Su ◽  
Shaoyu Liu ◽  
Ying Xiong ◽  
...  

Abstract Purpose 18F-labeled amino acids (AAs) as tumor-specific imaging agents play a critical role in hepatocellular carcinoma (HCC) imaging. In this work, we evaluated the synthesis and biological properties of a simple 18F-labeled glutamate analogue, [18F]AlF-1,4,7-triazacyclononane-1,4,7-triacetic-acid-2-S-(4-isothiocyanatobenzyl))-l-glutamate ([18F]AlF-NOTA-NSC-GLU) for HCC imaging via one-step reaction sequence. Methods [18F]AlF-NOTA-NSC-GLU was synthesized via the one-step reaction sequence from NOTA-NSC-GLU. In order to investigate the imaging value of [18F]AlF-NOTA-NSC-GLU in HCC, we conducted PET/CT imaging and competitive binding of [18F]AlF-NOTA-NSC-GLU in human Hep3B tumor-bearing mice. The transport mechanism of [18F]AlF-NOTA-NSC-GLU was determined by competitive inhibition and protein incorporation experiments in vitro. Results [18F]AlF-NOTA-NSC-GLU was prepared without decay-corrected radiochemical yield of 29.3 ± 5.6% (n=10) within 20 min. In vitro competitive inhibition experiments demonstrated that Na+-dependent Systems XAG-, B0+, ASC and minor XC- were involved in the uptake of [18F]AlF-NOTA-NSC-GLU, with Na+-dependent System XAG- possibly playing a more dominant role. Protein incorporation studies of the Hep3B human hepatoma cell line found almost no protein incorporation. Micro-PET/CT imaging with [18F]AlF-NOTA-NSC-GLU showed good tumor-to-background contrast in Hep3B human hepatoma-bearing mouse models. After [18F]AlF-NOTA-NSC-GLU injection, the tumor-to-liver uptake ratio of [18F]AlF-NOTA-NSC-GLU was 2.06 ± 0.17 at 30 min post-injection. In vivo competitive binding experiments exhibited that the tumor-to-liver uptake ratio decreased by the addition of the inhibitors to block the system XAG-. Conclusion We have successfully synthesized [18F]AlF-NOTA-NSC-GLU as a novel PET tracer with good radiochemical yield and high radiochemical purity. Our findings indicate that [18F]AlF-NOTA-NSC-GLU might have good clinical potential as a PET tumor-detecting agent for HCC imaging.


1997 ◽  
Vol 62 (8) ◽  
pp. 1214-1228 ◽  
Author(s):  
Andrew E. Wille ◽  
Larry G. Sneddon

The reaction of arachno-6,8-C2B7H13 (1) with methyl propynoate in the presence of only 0.1 equivalent of 1,8-bis(dimethylamino)naphthalene (Proton Sponge®, PS) results in the one-step formation of the neutral tricarbaborane 6-(MeOOCCH2)-arachno-5,6,7-C3B7H12 (2). Similarly, only 0.1 equivalent of PS initiates the reaction of the isomeric arachno-6,7-C2B7H13 (3) carborane with methyl propynoate to yield the new tricarbaborane, 6-(MeOOCCH2)-nido-5,6,10-C3B7H10 (4). These results suggest a cyclic reaction sequence involving initial deprotonation of the starting dicarbaborane by PS, followed by reaction of the resulting anion with methyl propynoate to produce a new anion. Protonation of this second anion by another equivalent of the starting dicarbaborane then produces the final neutral tricarbaborane product and the cycle begins again. While 4 is unreactive toward NaH or KH, it readily added n-BuLi to give, following acidification with HCl-Et2O, a new product tentatively identified as 6-(MeOOCCH2)-Bu-arachno-5,6,10-C3B7H11 (6). The proposed structures of 4 and 6 are strongly supported by ab initio/IGLO nuclear shielding calculations.


2008 ◽  
pp. 621-623 ◽  
Author(s):  
Laura Polito ◽  
Diego Monti ◽  
Enrico Caneva ◽  
Eleonora Delnevo ◽  
Giovanni Russo ◽  
...  

2015 ◽  
Vol 21 (6) ◽  
pp. 355-360 ◽  
Author(s):  
Anatoly N. Vereshchagin ◽  
Michail N. Elinson ◽  
Aleksander D. Korshunov ◽  
Victor A. Korolev ◽  
Mikhail P. Egorov

AbstractA new cascade reaction provides a direct transformation of pyrazolin-5-ones and benzylidene-malononitriles by the action of bromine into substituted spirocyclopropylpyrazolones in 60–88% yields. This process can be realized in two variants, namely, (1) by treatment with bromine in the presence of base and (2) by treatment with bromine only with heating. These facile and efficient one-step cascade processes lead to the spirocyclopropylpyrazolone framework, which is present in a perspective class of compounds with prominent pharmacological and physiological activity.


2007 ◽  
Vol 48 (41) ◽  
pp. 7395-7398 ◽  
Author(s):  
Ju Gao ◽  
Rodger F. Henry ◽  
Thomas G. Pagano ◽  
Richard W. Duerst ◽  
Andrew J. Souers

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