Synthesis of novel chromeno[3,4-b]pyridinones

被引：12

作者：

Caprio, V ^{[1
]}

Mann, J ^{[1
]}

机构：

[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 19期

关键词：

D O I：

10.1039/a805650a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise synthesis of two novel chromeno[3,4-b]pyridin-9-ones (as their ethylene ketals) has been achieved using, as a key step, the reaction between a mixed cuprate derived from 6-methoxy-2-methyl-3-lithiopyridine and 4-tert-butyldimethylsiloxycyclohex-2-enone.

引用

页码：3151 / 3155

页数：5

共 19 条

[1] A PALLADIUM-CATALYZED ROUTE TO HUPERZINE-A AND ITS ANALOGS AND THEIR ANTICHOLINESTERASE ACTIVITY [J].

CAMPIANI, G ;

SUN, LQ ;

KOZIKOWSKI, AP ;

AAGAARD, P ;

MCKINNEY, M .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (27) :7660-7669

[2] A CHEMICAL-SCALE FOR ELECTRON-TRANSFER ABILITY OF METHYLCOPPER REAGENTS [J].

CHOUNAN, Y ;

IBUKA, T ;

YAMAMOTO, Y .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (17) :2003-2004

[3] THE LUPIN ALKALOIDS .15. SOME DERIVATIVES OF THE 4-OXO-3-2=-PYRIDYLPYRIDOCOLINE SYSTEM [J].

CLEMO, GR ;

FOX, BW ;

RAPER, R .

JOURNAL OF THE CHEMICAL SOCIETY, 1954, (AUG) :2693-2701

[4] A study of the preparation of alpha-pyridyl halides from alpha-aminopyridine by the diazo reaction [J].

Craig, LC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1934, 56 :231-232

[5] TOTAL SYNTHESES OF ML-236A AND COMPACTIN BY COMBINING THE LACTONIC (SILYL) ENOLATE REARRANGEMENT AND ALDEHYDE-DIENE CYCLOCONDENSATION TECHNOLOGIES [J].

DANISHEFSKY, SJ ;

SIMONEAU, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (07) :2599-2604

[6] AN EFFICIENT, SIMPLE AND INEXPENSIVE METHOD FOR THE PREPARATION OF 1,4-BENZOQUINONE MONOKETALS VIA ANODIC-OXIDATION OF 1,4-DIMETHOXYBENZENES [J].

GAUTIER, ECL ;

LEWIS, NJ ;

MCKILLOP, A ;

TAYLOR, RJK .

SYNTHETIC COMMUNICATIONS, 1994, 24 (20) :2989-3008

[7]

HENTON DR, 1980, J ORG CHEM, V45, P3422, DOI 10.1021/jo01305a010

[8] Synthetic studies of huperzine A and its fluorinated analogues. 1. Novel asymmetric syntheses of an enantiomeric pair of huperzine A [J].

Kaneko, S ;

Yoshino, T ;

Katoh, T ;

Terashima, S .

TETRAHEDRON, 1998, 54 (21) :5471-5484

[9] Synthesis and acetylcholinesterase inhibitory activity of fluorinated analogues of huperzine A [J].

Kaneko, S ;

Nakajima, N ;

Shikano, M ;

Katoh, T ;

Terashima, S .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (16) :1927-1930

[10] Identification of a more potent analogue of the naturally occurring alkaloid huperzine A. Predictive molecular modeling of its interaction with AChE [J].

Kozikowski, AP ;

Campiani, G ;

Sun, LQ ;

Wang, SM ;

Saxena, A ;

Doctor, BP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (46) :11357-11362

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