Assembly of substituted phenanthridines via a cascade palladium-catalyzed coupling reaction, deprotection and intramolecular cyclization

RSC Advances ◽  
2016 ◽  
Vol 6 (23) ◽  
pp. 19571-19575 ◽  
Author(s):  
Jun Ge ◽  
Xiaojian Wang ◽  
Tianqi Liu ◽  
Zeyu Shi ◽  
Qiong Xiao ◽  
...  

A practical method for one-pot synthesis of substituted phenanthridines is described. Via this method, a series of substituted phenanthridines are obtained in good yields with remarkable functional groups compatibility.

2018 ◽  
Vol 42 ◽  
pp. 63-74 ◽  
Author(s):  
Muhammad ZAFAR ◽  
Sabeen ZAHRA ◽  
Muhammad TAHIR ◽  
Ehsan MUGHAL ◽  
Muhammad NAZAR ◽  
...  

ChemInform ◽  
2012 ◽  
Vol 43 (9) ◽  
pp. no-no
Author(s):  
Masafumi Ueda ◽  
Shoichi Sugita ◽  
Naoki Aoi ◽  
Aoi Sato ◽  
Yuki Ikeda ◽  
...  

Catalysts ◽  
2020 ◽  
Vol 10 (11) ◽  
pp. 1348
Author(s):  
Sergey A. Anufriev ◽  
Akim V. Shmal’ko ◽  
Kyrill Yu. Suponitsky ◽  
Igor B. Sivaev

The simple and efficient method was developed for the one-pot synthesis of B-substituted aryl derivatives of ortho-carborane with functional groups sensitive to organolithium and organomagnesium reagents using 9-iodo-ortho-carborane and generated in situ organozinc compounds. The method proposed was used to prepare a series of 9-aryl-ortho-carboranes, including those containing nitrile and ester groups, 9-RC6H4-1,2-C2B10H11 (R = p-Me, p-NMe2, p-OCH2OMe, o-OMe, p-OMe, o-CN, p-CN, o-COOEt, m-COOEt, and p-COOEt). It was demonstrated that the same approach can be used for synthesis of diaryl derivatives of ortho-carborane 9,12-(RC6H4)2-1,2-C2B10H10 (R = H, p-Me). The solid-state structures of 9-RC6H4-1,2-C2B10H11 (R = p-NMe2, p-OCH2OMe, o-OMe, o-CN, p-CN, m-COOEt, and p-COOEt) and 9,12-(p-MeC6H4)2-1,2-C2B10H10 were determined by single crystal X-ray diffraction.


2015 ◽  
Vol 13 (46) ◽  
pp. 11362-11368 ◽  
Author(s):  
Jianan Zhu ◽  
Ying Wei ◽  
Dongqing Lin ◽  
Changjin Ou ◽  
Linghai Xie ◽  
...  

Under very mild conditions, functionalized benzoxaborole derivatives were prepared in good to excellent yields via a palladium-catalyzed Miyaura borylation reaction of readily available unprotected o-bromobenzylalcohols, and bis(pinacolato)diboron (B2pin2) without the assistance of an acid.


2011 ◽  
Vol 59 (9) ◽  
pp. 1206-1208 ◽  
Author(s):  
Masafumi Ueda ◽  
Shoichi Sugita ◽  
Naoki Aoi ◽  
Aoi Sato ◽  
Yuki Ikeda ◽  
...  

Synlett ◽  
2020 ◽  
Vol 31 (14) ◽  
pp. 1430-1434
Author(s):  
Ming Bian ◽  
Jin-feng Zhou ◽  
Dong-min Tang

An efficient and practical protocol for the geminal heterodihalogenation of methyl ketones by using readily available dimethyl sulfoxide and a combination of HCl and HBr is reported. Control experiments suggested that the acidity of the solution, as well as the oxidizing ability and nucleophilicity of the dimethyl sulfoxide might work cooperatively in ensuring the success of the tandem substitution. Its operational simplicity, easy accessibility, and mild oxidative conditions suggest that the present strategy might be useful for the assembly of bromochloromethyl functional groups in drug discovery.


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