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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 18, 1988 - Issue 13
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Original Articles

Regioselective Synthesis of 2H - Pyrano [3, 2-c] Benzopyran-5H-One and 3H-Pyrano [2, 3-c] Benzopyran-5H-ONE

K. C. Majumdar Department of Chemistry, University of Kalyani, Kaiyani, 741235, West Bengal, India
,
A. T. Khan Department of Chemistry, University of Kalyani, Kaiyani, 741235, West Bengal, India
&
R. N. De Department of Chemistry, University of Kalyani, Kaiyani, 741235, West Bengal, India
Pages 1589-1595 | Published online: 03 Jan 2007

Citations (32)

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Read on this site (12)

K. C. Majumdar & B. Chattopadhyay. (2006) Regioselective Synthesis of Coumarin‐Annulated Polyheterocycles by [3,3] Sigmatropic Rearrangement. Synthetic Communications 36:21, pages 3125-3133.
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S. K. Chattopadhyay, P. P. Mukhopadhyay & K. C. Majumdar. (2006) Studies on Amine Oxide Rearrangement: Synthesis of Pyrrolo[3,2‐c][1]benzothiopyran‐4‐one. Synthetic Communications 36:9, pages 1291-1297.
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K. C. Majumdar, P. K. Basu & B. Roy. (2003) N-Iodosuccinimide: An Efficient Reagent for Regioselective Heterocyclization of 3-Allyl-4-hydroxy[1]benzopyran-2-ones. Synthetic Communications 33:20, pages 3621-3630.
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K. C. Majumdar & S. K. Ghosh. (2002) STUDIES IN SIGMATROPIC REARRANGEMENT: REGIOSELECTIVE SYNTHESIS OF THIENO[2,3-b]- THIOCHROMEN-4-ONE DERIVATIVES. Synthetic Communications 32:8, pages 1271-1274.
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K.C. Majumdar & N.K. Jana. (2000) Studies in Competitive [3,3] Sigmatropic Rearrangement: Synthesis of Oxygen Heterocycles. Synthetic Communications 30:14, pages 2613-2623.
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K.C. Majumdar & P. Chatterjee. (1998) Regioselective Synthesis of Bioactive Polyheterocycles: Sequential [3, 3] Sigmatropic Rearrangements of 6-(4-Aryloxybut-2-yn-1-yloxy)[1]Benzopyran-2-Ones. Synthetic Communications 28:20, pages 3849-3863.
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KrishnaC. Majumdar & Pranab Chatterjee. (1998) Synthesis of Bioactive Polyheterocycles: Regioselective Cyclisation of 5-Cyclohex-2-Enyl-6-Hydroxy[1]Benzopyran-2-One. Synthetic Communications 28:19, pages 3633-3644.
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K.C. Majumdar & U. Das. (1997) Regioselective Synthesis of 6H-Pyrano[3,2-e]Pyrimidine-2,4-Dione. Synthetic Communications 27:22, pages 4013-4019.
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K.C. Majumdar, D.P. Das & G.H. Jana. (1993) Sequential[3,3]Sigmatropic Rearrangement of 1 -Aryloxy-4-(4′-coumarinyloxy)but-2-ynes. Synthetic Communications 23:15, pages 2171-2183.
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K.C. Majumdar & P.K. Choudhury. (1993) Regioselective Synthesis of Flindersine Analogues. Synthetic Communications 23:8, pages 1087-1100.
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K.C. Hajumdar & P.K. Choudhury. (1992) Cyclisation of 4-[2-Cyclofentenyl]-3-Hydroxy [1] Benzopypan-2-One. Synthetic Communications 22:21, pages 3013-3027.
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K.C. Majumdar, P.K. Choudhury & A.T. Khan. (1989) Facile Regioselective Synthesis of Pyrano[3,2-c][1]benzo-thiapyran-5(2H)-one and 2-Methyl Furo[3,2-c][1] Benzothiapyran-4-one. Synthetic Communications 19:18, pages 3249-3257.
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Articles from other publishers (20)

Jayalakshmi M, Francis Joy, Aatika Nizam & Suresh Babu Naidu Krishna. (2023) Multicomponent Synthesis Strategies, Catalytic Activities, and Potential Therapeutic Applications of Pyranocoumarins: A Comprehensive Review. Chemistry & Biodiversity 20:10.
Crossref
Anindita Mukherjee, Sachinta Mahato, Grigory V. Zyryanov, Adinath Majee & Sougata Santra. (2020) Diverse synthesis of pyrano[3,2- c ]coumarins: a brief update . New Journal of Chemistry 44:44, pages 18980-18993.
Crossref
Evangelia-Eirini N. Vlachou & Konstantinos E. Litinas. (2020) An Overview on Pyranocoumarins: Synthesis and Biological Activities. Current Organic Chemistry 23:24, pages 2679-2721.
Crossref
Evangelia‐Eirini N. Vlachou, Catherine Gabriel & Konstantinos E. Litinas. (2018) One‐pot Synthesis of Fused Dipyranocoumarins from Dihydroxycoumarins and Propargyl Chlorides under Microwave Irradiation. Journal of Heterocyclic Chemistry 56:1, pages 99-107.
Crossref
Konstantinos E. Litinas & Theodoros S. Symeonidis. (2010) Convenient synthesis of fused pyrano[3,2-h]- and furo[3,2-h]benzo[f]coumarins from naphthalene-2,3-diol. Tetrahedron 66:6, pages 1289-1293.
Crossref
K.C. Majumdar, P. Debnath & P.K. Maji. (2007) Thiophenol-catalyzed Claisen rearrangement and radical cyclization: formation of furo- and pyrano-coumarin derivatives. Tetrahedron Letters 48:30, pages 5265-5268.
Crossref
K C Majumdar & S K Chattopadhyay. (2006) Synthesis of pyrimidine annulated furothiopyrans An efficient sequential and tandem catalyzed Claisen rearrangement intramolecular hydroaryloxylation. Canadian Journal of Chemistry 84:3, pages 469-475.
Crossref
K.C Majumdar & S Sarkar. (2002) N-Iodosuccinimide mediated regioselective heterocyclization of 3-cyclohex-2′-enyl-4-hydroxycoumarin. Tetrahedron 58:42, pages 8501-8504.
Crossref
K. C. Majumdar, U. K. Kundu & S. K. Ghosh. (2002) Studies in Sigmatropic Rearrangement:  Synthesis of a [6,6]Pyranothiopyran Ring System by Sequential Claisen Rearrangement and Pyridine Hydrotribromide Mediated Regioselective “6-Endo” Cyclization. Organic Letters 4:16, pages 2629-2631.
Crossref
K.C Majumdar & S.K Ghosh. (2002) Studies of bioactive heterocycles: facile thio-Claisen rearrangement of propargylthio[1]benzopyran-2-ones. Tetrahedron Letters 43:11, pages 2115-2117.
Crossref
Krishna C. Majumdar, Uday K. Kundu & Subhojit Ghosh. (2002) Regioselective synthesis of heterocycles by sigmatropic rearrangement: passage to 3,11a-dimethyl-6a,11a-dihydro-1H,6H-pyrano[3′,4′:5,6]thiopyrano[4,3-b][1]benzofuran-1-one. J. Chem. Soc., Perkin Trans. 1:19, pages 2139-2140.
Crossref
Krishna C. Majumdar & Brindaban Roy. (2019) Studies in Sigmatropic Rearrangement: Thermal Rearrangement of 3-(4′-aryloxybut-2-ynyloxy)thiochromen-4-ones. Journal of Chemical Research 2001:12, pages 538-539.
Crossref
K.C Majumdar & T Bhattacharyya. (2001) Studies of bioactive heterocycles: amino Claisen rearrangement of 4-N-(4-aryloxybut-2-ynyl),N-methylaminocoumarins. Tetrahedron Letters 42:25, pages 4231-4233.
Crossref
Mark A. Krook. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Krishna C Majumdar & Paritosh Biswas. (1999) Synthesis of bioactive heterocycles: One pot regioselective synthesis of pyrano[3,2-f]benzo[b]thiophene derivatives. Tetrahedron 55:5, pages 1449-1456.
Crossref
Krishna C. Majumdar, Pranab Chatterjee & Subrata Saha. (1998) Regioselective synthesis of [6c,12b-cis]-6c,7,12,13-tetrahydro-1H-chromeno[3=B4, 4=B4: 4,5]pyrano[2,3-c]chromen-1-onesvia unusual [1, 6] Michael addition. Tetrahedron Letters 39:39, pages 7147-7148.
Crossref
Janez Smodiš & Branko Stanovnik. (1998) The synthesis and transformations of substituted 2-hydroxy-3-dimethylaminopropenoates. The preparation of condensed 3-hydroxypyran-2-ones. Tetrahedron 54:33, pages 9799-9810.
Crossref
Giovanni Appendino, Giancarlo Cravotto, Silvia Tagliapietra, Gian Mario Nano & Giovanni Palmisano. (2004) The chemistry of coumarin derivatives, part 2. Reaction of 4‐hydroxycoumarin with α,β‐unsaturated aldehydes. Helvetica Chimica Acta 73:7, pages 1865-1878.
Crossref
K. C. MAJUMDAR, A. T. KHAN & R. N. DE. (2016) ChemInform Abstract: Regioselective Synthesis of 2H‐Pyrano(3,2‐c)benzopyran‐5H‐one and 3H‐Pyrano(2,3‐c)benzopyran‐5H‐one.. ChemInform 20:13.
Crossref
JOHN D HEPWORTH. 1989. A Critical Review of the 1988 Literature Preceded by Three Chapters on Current Heterocyclic Topics. A Critical Review of the 1988 Literature Preceded by Three Chapters on Current Heterocyclic Topics 280 296 .

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