Reaction of thieno[2,3-b]pyridines with sodium hypochlorite: An unusual and stereoselective one-pot approach to dimeric pyrrolo [2′,3′:4,5]thieno[2,3-b]pyridines

被引:7
|
作者
Stroganova, Tatyana A. [1 ]
Vasilin, Vladimir K. [1 ]
Dotsenko, Victor V. [2 ,3 ]
Aksenov, Nikolai A. [3 ]
Krapivin, Gennady D. [1 ]
机构
[1] Kuban State Technol Univ, 2 Moskovskaya Str, Krasnodar 350072, Russia
[2] Kuban State Univ, 149 Stavropolskaya Str, Krasnodar 350040, Russia
[3] North Caucasus Fed Univ, 1a Pushkina Str, Stavropol 355009, Russia
关键词
Thieno[2.3-b]pyridines; Oxidation; Sodium hypochlorite; Dimerization; CHEMISTRY; THIENOPYRIDINES; RADICALS; RING;
D O I
10.1016/j.tetlet.2019.03.012
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The oxidation of 3-aminothieno[2,3-b]pyridine-2-carboxamides with commercially available bleach leads to the formation of dimeric pyrrolo[2',3':4,5]thieno[2,3-b]pyridines (7a,14a-diamino-7,14-bis (aryl)-7,7a,14,14a-tetrahydro-6H,13H-pyrido[3 '''',2 '''':4''',5''']thieno[2''',3''':4 '',5 '']pyrrolo-[3 '',4 '':3',4']pyrrolo[2',3':4,5]thieno[2,3-b]pyridine-6,13-diones) in moderate yields (37-52%). (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:997 / 1000
页数:4
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