C(sp3)–H dehydrogenation and C(sp2)–H alkoxy carbonylation of inactivated cyclic amines towards functionalized N-heterocycles

2017 ◽  
Vol 53 (28) ◽  
pp. 4002-4005 ◽  
Author(s):  
Yan He ◽  
Fang Wang ◽  
Xinying Zhang ◽  
Xuesen Fan

A novel and efficient synthesis of tetrahydropyridine-, dihydropyrrole-, and tetrahydroazepine-3-carboxylates via cascade reactions of cyclic amines with CO and alcohols is presented. To our knowledge, this should be the first example in which functionalized N-heterocycles were prepared through Pd-catalyzed C(sp3)–H dehydrogenation and C(sp2)–H carbonylation of cyclic amines.

2014 ◽  
Vol 20 (33) ◽  
pp. 10214-10219 ◽  
Author(s):  
Itaru Nakamura ◽  
Yoshinori Sato ◽  
Keisuke Takeda ◽  
Masahiro Terada

2016 ◽  
Vol 52 (9) ◽  
pp. 1942-1944 ◽  
Author(s):  
Jing-Jing Wu ◽  
Yong Shi ◽  
Wei-Sheng Tian

Herein, we describe an efficient synthesis of C17α-OH-tigogenin, which is the aglycon of aspafiliosides E and F. The synthesis features three cascade processes, which involve the iodo-lactonization of furostan-26-acid, a cascade hydrolysis/intramolecular SN2 process, and a cascade intramolecular redox-ketalization process.


2019 ◽  
Vol 55 (82) ◽  
pp. 12372-12375 ◽  
Author(s):  
Yan He ◽  
Zhi Zheng ◽  
Yajie Liu ◽  
Jiajie Qiao ◽  
Xinying Zhang ◽  
...  

Solvent-dependent-controlled selective synthesis of β-nitrated N-heterocycles and N-nitroso chain 2-alkoxyamine aldehydes has been successfully realized viatBuONO and oxoammonium salt promoted cascade reactions of inactivated cyclic amines.


2014 ◽  
Vol 50 (17) ◽  
pp. 2196-2198 ◽  
Author(s):  
Lin Qiu ◽  
Xin Guo ◽  
Chaoqun Ma ◽  
Huang Qiu ◽  
Shunying Liu ◽  
...  

Four-component Mannich reactions subsequently followed by an intramolecular oxo-Michael addition were developed to efficiently produce chiral cyclic acetals with high diastereoselectivity and enantioselectivity.


ChemInform ◽  
2013 ◽  
Vol 44 (23) ◽  
pp. no-no
Author(s):  
Jun Jiang ◽  
Xiaoyu Guan ◽  
Shunying Liu ◽  
Baiyan Ren ◽  
Xiaochu Ma ◽  
...  

Synlett ◽  
2002 ◽  
Vol 2002 (05) ◽  
pp. 0697-0699 ◽  
Author(s):  
Toshiyuki Kan ◽  
Hideki Kobayashi ◽  
Tohru Fukuyama

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