3971-69-5

Upstream product

• 14989-89-0 3-azido-1-propyne 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 1896-62-4 (E)-benzalacetone 
• 2450-71-7 Propargylamine 

Downstream Products

• 78394-83-9 2-(4-Ethyl-phenyl)-6-methyl-7-phenyl-indolizine 
• 78394-87-3 6-methyl-7-phenyl-2-(p-chlorophenyl)indolizine 
• 78394-84-0 2-(2,4-Dimethyl-phenyl)-6-methyl-7-phenyl-indolizine 
• 78394-86-2 2-(4-Methoxy-phenyl)-6-methyl-7-phenyl-indolizine 
• 78394-85-1 6-Methyl-7-phenyl-2-(2,3,4-trimethyl-phenyl)-indolizine 
• 78394-80-6 N-(p-methoxyphenacyl)-2,5-dimethyl-4-phenylpyridinium bromide 
• 78394-81-7 N-p-chlorophenacyl-2,5-dimethyl-4-phenylpyridinium bromide 
• 78394-82-8 6-Methyl-7-phenyl-2-p-tolyl-indolizine 
• 68018-39-3 2,5-Dimethyl-4-(3-nitrophenyl)pyridine 
• 59195-23-2 2,5-dimethyl-4-(p-nitrophenyl)pyridine 
• 68018-38-2 2,5-dimethyl-4-ortho-nitrophenylpyridine 
• 78394-79-3 2,5-Dimethyl-1-[2-oxo-2-(2,3,4-trimethyl-phenyl)-ethyl]-4-phenyl-pyridinium; bromide 
• 78394-78-2 1-[2-(2,4-Dimethyl-phenyl)-2-oxo-ethyl]-2,5-dimethyl-4-phenyl-pyridinium; bromide 
• 78394-77-1 1-[2-(4-Ethyl-phenyl)-2-oxo-ethyl]-2,5-dimethyl-4-phenyl-pyridinium; bromide 

Relevant academic research and scientific papers

NOVEL METHODS FOR PREPARATION OF SUBSTITUTED PYRIDINES AND RELATED NOVEL COMPOUNDS

The present invention relates to novel methods of preparation of substituted pyridines and the compounds produced therefrom. In particular, the present invention provides efficient methods for the construction of diversely substituted pyridines, with varying substitution patterns under simple and metal-free conditions with high atom- and pot-economy and excellent functional group tolerance, and which are useful for the synthesis of natural products.

A simple, tandem approach to the construction of pyridine derivatives under metal-free conditions: A one-step synthesis of the monoterpene natural product, (-)-actinidine

A simple and modular one-step synthesis of diversely substituted pyridines from readily available α,β-unsaturated carbonyl compounds and propargylic amines has been developed. The present protocol has a broad substrate scope and allows access to multi-substituted pyridines with select control of the substitution pattern under mild and metal-free conditions. The reaction involves imine formation followed by concomitant cyclization through an allenyl intermediate to afford pyridines in excellent yields, with water as the sole by-product. This mild strategy is also suitable for functionalization of natural products or other advanced intermediates having α,β-unsaturated carbonyl functionality. The utility of the present protocol was showcased with the synthesis of the monoterpene alkaloid, (-)-actinidine, an ant-associated iridoid.

Synthesis of Polysubstituted Pyridines via a One-Pot Metal-Free Strategy

An efficient strategy for the one-pot synthesis of polysubstituted pyridines via a cascade reaction from aldehydes, phosphorus ylides, and propargyl azide is reported. The reaction sequence involves a Wittig reaction, a Staudinger reaction, an aza-Wittig reaction, a 6π-3-azatriene electrocyclization, and a 1,3-H shift. This protocol provides quick access to the polysubstituted pyridines from readily available substrates in good to excellent yields.