Thieno[3,2-b]benzofuran - Synthesis and Reactions

1997 ◽  
Vol 62 (9) ◽  
pp. 1468-1480 ◽  
Author(s):  
Petr Váchal ◽  
Pavel Pihera ◽  
Jiří Svoboda
Keyword(s):  
Electron Acceptor ◽  
Title Compound ◽  
Electrophilic Substitution ◽  
Substitution Reactions ◽  
Electrophilic Substitution Reactions ◽  
Nmr Signals ◽  
C Nmr

Thieno[3,2-b]benzofuran was synthesized starting from benzo[b]furan-3(2H)-one or benzo[b]furan-2-carbaldehyde. Electrophilic substitution reactions such as bromination, formylation, acetylation or nitration, take place in position 2. An electron donating group in position 2 directs further electrophilic substitution into positions 3 and 6, whereas compounds with an electron acceptor in position 2 are substituted exclusively in position 6. Metallation with butyllithium took place in position 2. The 1H and 13C NMR signals of the title compound were fully assigned.

Electrophilic Substitution Reactions of [1]Benzothieno[3,2-b]furan

1996 ◽  
Vol 61 (6) ◽  
pp. 888-900 ◽  
Author(s):  
Jiří Svoboda ◽  
Pavel Pihera ◽  
Petr Sedmera ◽  
Jaroslav Paleček
Keyword(s):  
Electrophilic Substitution ◽  
Nmr Spectra ◽  
Substituent Effects ◽  
Substitution Reactions ◽  
Nmr Parameters ◽  
Elimination Mechanism ◽  
Electrophilic Substitution Reactions ◽  
C Nmr

In chlorination, bromination, iodination, nitration, sulfonation, formylation, and trifluoroacetylation of [1]benzothieno[3,2-b]furan (1) the substituent enters the 2-position. The said halogenations go by the addition-elimination mechanism. When the substitution is continued, the second substituent enters the 6-position of heterocycle 1. The 1H and 13C NMR spectra have been completely assigned. Substituent effects on NMR parameters are discussed.

Organotellurium compounds: an overview of synthetic methodologies

2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Muhammad Irfan ◽  
Rabia Rehman ◽  
Mohd. R. Razali ◽  
Muhammad Adnan Iqbal ◽  
◽  
...  
Keyword(s):  
Material Science ◽  
Electrophilic Substitution ◽  
Comprehensive Understanding ◽  
Substitution Reactions ◽  
Current Review ◽  
Synthetic Routes ◽  
Electrophilic Substitution Reactions ◽  
Synthetic Methodologies ◽  
Organotellurium Compounds

AbstractIn wake of emerging applications of organotellurium compounds in biological and material science avenues, the current review describes their key synthetic methodologies while focusing the synthesis of organotellurium compounds through five ligand-to-metal linkages including carbon; carbon-oxygen; carbon-nitrogen; carbon-metal; carbon-sulfur to tellurium. In all of these linkages whether tellurium links with ligands through a complicated or simple pathways, it is often governed through electrophilic substitution reactions. The present study encompasses these major synthetic routes so as to acquire comprehensive understanding of synthetic organotellurium compounds.

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