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Journals / Turkish Journal of Chemistry / 2005 / Cilt: 29 - Sayı: 3

Synthesis of Some New Dihalophenyl- and Dihalobenzylisocoumarins and Their (dl)-3,4-Dihydroderivatives

Zahid SHAFIQ
Muhammad ARFAN
Nasim Hasan RAMA
Shahid HAMEED
Ghulam ABBAS
Muhammad Tahir HUSSAIN
Pages
321–325
Publication Date
2005-03-01
DOI
—
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⚡ TL;DR(Too Long; Didn't Read)

The alkaline hydrolysis of these isocoumarins (2a-c) afforded keto-acids (4a-c). (dl)-3-(Dihalophenyl)- and (dl)-3-(dihalobenzyl)- 3,4-dihydroisocoumarins (6a-c) were obtained by reduction of keto-acids (4a-c) to racemic hydroxy-acids (5a-c) followed by cyclodehydration using acetic anhydride.

📌 3 Key Takeaways

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Objective & Hypothesis:3-Dihalophenyl- and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthalic acid (1) with dihalobenzoyl- and dihalophenylacetyl chlorides (2a-c), respectively.
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Key Findings & Data:3-Dihalophenyl- and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthalic acid (1) with dihalobenzoyl- and dihalophenylacetyl chlorides (2a-c), respectively.
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Conclusion & Impact:The alkaline hydrolysis of these isocoumarins (2a-c) afforded keto-acids (4a-c). (dl)-3-(Dihalophenyl)- and (dl)-3-(dihalobenzyl)- 3,4-dihydroisocoumarins (6a-c) were obtained by reduction of keto-acids (4a-c) to racemic hydroxy-acids (5a-c) followed by cyclodehydration using acetic anhydride.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Dihaloisocoumarins · Dihydrodihaloisocoumarins · synthesis.

Abstract

3-Dihalophenyl- and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthalic acid (1) with dihalobenzoyl- and dihalophenylacetyl chlorides (2a-c), respectively. The alkaline hydrolysis of these isocoumarins (2a-c) afforded keto-acids (4a-c). (dl)-3-(Dihalophenyl)- and (dl)-3-(dihalobenzyl)- 3,4-dihydroisocoumarins (6a-c) were obtained by reduction of keto-acids (4a-c) to racemic hydroxy-acids (5a-c) followed by cyclodehydration using acetic anhydride.

Özet

3-Dihalophenyl- and dihalobenzylisocoumarins (3a-c) were synthesized by condensation of homophthalic acid (1) with dihalobenzoyl- and dihalophenylacetyl chlorides (2a-c), respectively. The alkaline hydrolysis of these isocoumarins (2a-c) afforded keto-acids (4a-c). (dl)-3-(Dihalophenyl)- and (dl)-3-(dihalobenzyl)- 3,4-dihydroisocoumarins (6a-c) were obtained by reduction of keto-acids (4a-c) to racemic hydroxy-acids (5a-c) followed by cyclodehydration using acetic anhydride.

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Cite This Article

SHAFIQ, Z., ARFAN, M., RAMA, N. H., HAMEED, S., ABBAS, G., HUSSAIN, M. T. (2005). Synthesis of Some New Dihalophenyl- and Dihalobenzylisocoumarins and Their (dl)-3,4-Dihydroderivatives. Turkish Journal of Chemistry, Cilt: 29 - Sayı: 3, 321–325. https://ajindex.com/articles/185452

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