Simple Synthesis of Some 2-Substituted Melatonin Derivatives

被引：7

作者：

Lozinskaya, Natalia A. ^{[1
]}

Sosonyuk, Sergey E. ^{[1
]}

Volkova, Maria S. ^{[1
]}

Seliverstov, Michael Yu. ^{[1
]}

Proskurnina, Marina V. ^{[1
]}

Bachurin, Sergey E. ^{[1
]}

Zefirov, Nikolay S. ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia

来源：

SYNTHESIS-STUTTGART | 2011年 / 02期

关键词：

indoles; melatonin derivatives; reductions; medicinal chemistry; ANALOGS;

D O I：

10.1055/s-0030-1258361

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple strategy for the synthesis of some 2-substituted melatonin derivatives using p-anisidine as starting material is reported. The key step is a chemoselective reduction of a cyano group in the presence of an appropriate acid anhydride by hydrogenation over Adams' catalyst or with sodium borohydride in the presence of catalytic amounts of anhydrous nickel(II) chloride. The 2-substituted melatonin derivatives were obtained in six or seven steps from inexpensive p-anisidine in 9-13% overall yield.

引用

页码：273 / 276

页数：4

共 50 条

[41] SYNTHESIS OF SOME 2-SUBSTITUTED OF 1-PHENYLIMIDAZOLE
SITKINA, LM
SIMONOV, AM
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1970, (03): : 410 - &
[42] Some Recent Approaches to the Synthesis of 2-Substituted Benzofurans
De Luca, Lidia
Nieddu, Giammario
Porcheddu, Andrea
Giacomelli, Giampaolo
CURRENT MEDICINAL CHEMISTRY, 2009, 16 (01) : 1 - 20
[43] 2-SUBSTITUTED AMINOPROPIONAMIDOXIMES AND THEIR DERIVATIVES
SOMASEKH.S
DESAI, DM
MUKHERJE.SL
CURRENT SCIENCE, 1970, 39 (20): : 464 - &
[44] Synthesis, characterisation and biological screening of some 2-substituted benzimidazole derivatives as potential anticancer agents
Shaaban, Mohammed Abed-Elrahman
Kamal, Aliaa Mohammed
Teba, Heba El-Sayed
JOURNAL OF CHEMICAL RESEARCH, 2016, (04) : 228 - 234
[45] Investigation of New Procedure for Selective Reaction and Synthesis of Some New 2-Substituted Benzimidazole Derivatives
Bodkhe, Arjun
Pansare, Dattatraya
Karpe, Dnyaneshwar
Sudrik, Vilas
Suryawanshi, Manohar
Lawande, Shamrao
ORIENTAL JOURNAL OF CHEMISTRY, 2024, 40 (04) : 981 - 986
[46] Synthesis, estrogen receptor binding affinity and biological evaluation of some 2-substituted estrone derivatives
Omar, AMME
AboulWafa, OM
Labouta, IM
ElTombary, AA
ElMallah, AI
FARMACO, 1997, 52 (04): : 219 - 225
[47] NEW REACTION OF RECYCLIZATION - SIMPLE SYNTHESIS OF 2-SUBSTITUTED PERYMIDINE
SHEINKMAN, AK
POZHARSKII, AF
SOKOLOV, VI
STUPNIKOVA, TV
DOKLADY AKADEMII NAUK SSSR, 1976, 226 (05): : 1094 - 1096
[48] Simple synthesis of 2-substituted tetrahydrofuran-3-carbonitriles
Makosza, M
Przyborowski, J
Klajn, R
Kwast, A
SYNLETT, 2000, (12) : 1773 - 1774
[49] A NEW SIMPLE AND MILD SYNTHESIS OF 2-SUBSTITUTED 2-OXAZOLINES
SUND, C
YLIKOSKI, J
KWIATKOWSKI, M
SYNTHESIS-STUTTGART, 1987, (09): : 853 - 854
[50] SYNTHESIS AND SPECTRAL CHARACTERIZATION OF 2-SUBSTITUTED INDOLE-DERIVATIVES
ALAZAWE, S
SARKIS, GY
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1973, 18 (01): : 109 - 111

← 1 2 3 4 5 →