A new synthesis of novel 2-substituted derivatives of the anhydro-3-hydroxythiazolo[3,2-a]pyridinium hydroxide inner salt ring system

1982 ◽  
Vol 47 (6) ◽  
pp. 1136-1138 ◽  
Author(s):  
John O. Gardner ◽  
Colin C. Beard ◽  
David M. Rotstein
Keyword(s):  
Ring System ◽  
New Synthesis ◽  
Derivatives Of

Reaction of 5-Chloroalkyl-3-phenyl-4,5-dihydroisoxazoles with strong base. An unexpected new synthesis of the 2-Oxa-3-azabicyclo[3,1,0]hex-3-ene ring system

1977 ◽  
Vol 30 (8) ◽  
pp. 1855 ◽  
Author(s):  
TG Burrowes ◽  
WR Jackson ◽  
S Faulks ◽  
I Sharp
Keyword(s):  
Ring System ◽  
Dimethyl Sulphoxide ◽  
High Yield ◽  
Strong Base ◽  
Bicyclic Compounds ◽  
New Synthesis ◽  
Bicyclic System ◽  
Methyl Derivatives ◽  
High Yields ◽  
Derivatives Of

Reaction of 5-chloromethyl-3-phenyl-4,5-dihydroisoxazole with potassium t-butoxide in dimethyl sulphoxide gives 4-phenyl-2-oxa-3- azabicyclo[3,1,0]hex-3-ene in high yield and reaction of the 5-(1?- chloroethyl) homologue gives high yields of the diastereoisomeric 6- methyl derivatives of the bicyclic system. Some unsuccessful attempts to convert these bicyclic compounds into substituted cyclo-propanols and cyclopropenes are described.

scholarly journals Synthesis of 2-aminosuberic acid derivatives as components of some histone deacetylase inhibiting cyclic tetrapeptides

2017 ◽  
Vol 13 ◽  
pp. 2153-2156 ◽  
Author(s):  
Shital Kumar Chattopadhyay ◽  
Suman Sil ◽  
Jyoti Prasad Mukherjee
Keyword(s):  
Amino Acid ◽  
Histone Deacetylase ◽  
Building Block ◽  
Suberic Acid ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Important Amino Acid ◽  
New Synthesis ◽  
Cyclic Tetrapeptides ◽  
Derivatives Of

A new synthesis of the important amino acid 2-aminosuberic acid from aspartic acid is reported. The methodology involves the alternate preparation of (S)-2-aminohept-6-enoate ester as a building block and its diversification through a cross-metathesis reaction to prepare the title compounds. The utility of the protocol is demonstrated through the preparation of three suberic acid derivatives of relevance to the design and the synthesis of peptides of biological relevance.

New Synthesis of Derivatives of 6-Aryl-3-methyl-6,7-dihydro-5H-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazine-7-carboxylic Acid.

ChemInform ◽  
2004 ◽  
Vol 35 (8) ◽  
Author(s):  
V. A. Yanchenko ◽  
V. V. Malyshev ◽  
A. M. Demchenko ◽  
M. O. Lozinskii
Keyword(s):  
Carboxylic Acid ◽  
New Synthesis ◽  
Derivatives Of

A New Synthesis of the Pentacene Ring System

1943 ◽  
Vol 65 (8) ◽  
pp. 1502-1503 ◽  
Author(s):  
C. F. H. Allen ◽  
J. W. Gates
Keyword(s):  
Ring System ◽  
New Synthesis

N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part XIV. Synthesis and Reactivity of the New Benzo[4,5]imidazo[1,2-b][1,2,6]thiadiazine Ring System

2018 ◽  
Vol 71 (1) ◽  
pp. 58 ◽  
Author(s):  
Dylan Innes ◽  
Michael V. Perkins ◽  
Andris J. Liepa ◽  
Craig L. Francis
Keyword(s):  
Medicinal Chemistry ◽  
Ring System ◽  
Heterocyclic Synthesis ◽  
Alkyl Derivatives ◽  
Regioselective Reactions ◽  
Novel Scaffold ◽  
Derivatives Of ◽  
Related Compounds

N,N-Dialkyl-N′-chlorosulfonyl chloroformamidines 1 underwent regioselective reactions with the 1,3-NCC bis-nucleophilic 1H-benzimidazole-2-acetonitriles 4 and related compounds to produce benzo[4,5]imidazo[1,2-b][1,2,6]thiadiazine dioxides 6, 9, 12, and 14, representatives of a new ring system. Reaction of dichlorides 1 with trifluoroacetyl derivative 16 afforded benzo[4,5]imidazo[1,2-c]pyrimidines 19 and 20. An N-acyl and some N-alkyl derivatives of benzimidazo-thiadiazines 6 were prepared to demonstrate the potential of this new ring system as a novel scaffold for synthetic and medicinal chemistry applications. Treatment of the 4-cyano-5-methyl-benzimidazo-thiadiazine 26c with LiAlH4 resulted in an unexpected and remarkable conversion of the nitrile to give the 4,5-dimethyl-benzimidazo-thiadiazine 29.

The Meisenheimer Rearrangement in Heterocyclic Synthesis. IV. Derivatives of the 2H,6H-1,5,4-Benzodioxazocine and 7H-1,6,5-Benzodioxazonine Ring Systems: X-Ray Crystal Structure of 10-Methoxy-5-methyl-7-phenyl-2,3,4,5-tetrahydro-7H-1,6,5-benzodioxazonine

1988 ◽  
Vol 41 (3) ◽  
pp. 293 ◽  
Author(s):  
JB Bremner ◽  
EJ Browne ◽  
LM Engelhardt ◽  
IWK Gunawardana ◽  
AH White
Keyword(s):  
Molecular Structure ◽  
Crystal Structure ◽  
Crystal And Molecular Structure ◽  
Ring System ◽  
Heterocyclic Synthesis ◽  
Rearrangement Product ◽  
Ring Systems ◽  
X Ray ◽  
Derivatives Of ◽  
Moderate Yield

Meisenheimer rearrangement of the N-oxides (4) derived from a series of 5-aryl-4-methyl-2,3,4,5-tetrahydro-1,4-benzoxazepines (3) gave rise to eight derivatives (5) of the new 2H,6H-1,5,4-benzodioxazocine ring system. Reaction of 9-methoxy-5-methyl-6-phenyl-3,4,5,6- tetrahydro-2H-1,5-benzoxazocine (6) with 3-chloroperoxybenzoic acid gave an unstable N-oxide (7). A Meisenheimer rearrangement product from (7), 10-methoxy-5-methyl-7-phenyl-2,3,4,5-tetrahydro-7 H-1,6,5- benzodioxazonine (8), the first example of this ring system, was isolated directly in moderate yield on oxidation of (6) with cooling. The crystal and molecular structure of (8) has been determined by X-ray crystallographic methods.

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