PRACTICALLY USABLE C3 BUILDING BLOCKS FOR THE SYNTHESES OF NITRO HETEROCYCLES

被引：10

作者：

Nishiwaki, Nagatoshi ^{[1
]}

Hirao, Shotaro ^{[1
]}

Sawayama, Jun ^{[1
]}

Saigo, Kazuhiko ^{[1
]}

机构：

[1] Kochi Univ Technol, Sch Environm Sci & Engn, Kochi 7828502, Japan

来源：

HETEROCYCLES | 2012年 / 84卷 / 01期

关键词：

Nitromalonaldehyde; Nitropyrimidinone; Formylnitroenamine; Azadienamine; Dinitropyridone; DEFICIENT PYRIDONE DERIVATIVES; BETA-DIKETIMINATE LIGANDS; RING TRANSFORMATION; NUCLEOPHILIC REACTION; SODIUM NITROMALONALDEHYDE; 1-SUBSTITUTED 3,5-DINITRO-2-PYRIDONES; FUNCTIONAL-GROUPS; ANALOGS; KETONES; 2-NITROMALONALDEHYDE;

D O I：

10.3987/REV-11-SR(P)3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitromalonaldehyde (NMA-H) is one of useful synthons for synthesizing nitro compounds. However, NMA-H itself cannot be practically employed because of its unstable property. Therefore, sodium salt of NMA-H (NMA-Na) has been used as its synthetic equivalent from old time, and NMA-Na is still important even now albeit several restrictions with regard to safety and treatability. On the other hand, dinitropyridone, nitropyrimidinone and dinitropyrazole can be employed in place of NMA-Na for the same purpose, and furthermore azadienamines, formylnitroenamines and dinitropyrazole also serve as the synthetic equivalents of NMA-H, which are usable in common organic solvents with safety. These reagents condense with dinucleophiles to afford various kinds of nitro compounds.

引用

页码：115 / 134

页数：20

共 50 条

[41] SYNTHESES OF TETRAHYDROFURAN BUILDING-BLOCKS FOR NUCLEOSIDES HAVING NOVEL BRANCHED 5'-SIDE-CHAINS OR C-NUCLEOSIDE MOIETIES
WALKUP, RD
MOSHER, MD
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1994, 207 : 36 - ORGN
[42] C3-Symmetrical π-Scaffolds: Useful Building Blocks to Construct Helical Supramolecular Polymers
Dorca, Yeray
Matern, Jonas
Fernandez, Gustavo
Sanchez, Luis
ISRAEL JOURNAL OF CHEMISTRY, 2019, 59 (10) : 869 - 880
[43] C-5 BUILDING-BLOCKS FOR TERPENE SYNTHESES - GAMMA-ACETOXYLATION OF (E)-2-METHYL-2-BUTENALS
FISCHER, RH
KRAPF, H
PAUST, J
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (02): : 285 - 287
[44] Facile Access to Functional Building Blocks of C60 Involving C3-Symmetrical Addition Patterns
Gmehling, Alexander
Hirsch, Andreas
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (23) : 5093 - 5105
[45] Multigram Synthesis of C4/C5 3,3-Difluorocyclobutyl-Substituted Building Blocks
Melnykov, Kostiantyn P.
Granat, Dmitriy S.
Volochnyuk, Dmitriy M.
Ryabukhin, Sergey V.
Grygorenko, Oleksandr O.
SYNTHESIS-STUTTGART, 2018, 50 (24): : 4949 - 4957
[46] Syntheses of 3-azido glucopyranosiduronic and 3-azido galactopyranosiduronic acid: Novel sugar building blocks for the preparation of a Moenomycin A analog library.
Jain, RK
Kakarala, R
Ghosh, M
Allanson, N
Liu, D
Anderson, J
Dulina, R
Sofia, MJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 215 : U872 - U872
[47] BOTULINUM C3 EXOENZYME BLOCKS THE TYROSINE PHOSPHORYLATION OF P125(FAK) AND PAXILLIN INDUCED BY BOMBESIN AND ENDOTHELIN
RANKIN, S
MORII, N
NARUMIYA, S
ROZENGURT, E
FEBS LETTERS, 1994, 354 (03) : 315 - 319
[48] Topology transformation between cyclic and triarm star shaped macromolcules exploiting [c3]daisy chains as buiding blocks
Cai, Kang
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
[49] Catalytic Enantioselective and Regioselective [3+3] Cycloadditions Using 2-Indolylmethanols as 3C Building Blocks
Sun, Xiao-Xue
Zhang, Hong-Hao
Li, Guo-Hao
He, Ying-Ying
Shi, Feng
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (49) : 17526 - 17532
[50] Alkyl(oxo)pyridazinecarbonitriles as building blocks in heterocyclic synthesis: Novel syntheses of pyrido[3,4-c]pyridazines, pyrido[3,4-d]pyridazines, thiopyrano[3,4-c]pyridazines and 1,3,4-thiadiazaacenaphthylenes
AbuShanab, FA
Wakefield, B
AlOmran, F
Khalek, MMA
Elnagdi, MH
JOURNAL OF CHEMICAL RESEARCH-S, 1995, (12): : 488 - 489

← 1 2 3 4 5 →