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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 32, 2002 - Issue 13
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Original Articles

ONE-POT SYNTHESIS OF ω-CHLOROESTERS VIA THE REACTION OF ACID CHLORIDES WITH TETRAHYDROFURAN IN THE PRESENCE OF TRICHLOROBORANE

Rama R. Malladi Departments of Chemistry and Radiology, The University of Tennessee, Knoxville, TN, 37996-1600, U.S.A.
&
George W. Kabalka Departments of Chemistry and Radiology, The University of Tennessee, Knoxville, TN, 37996-1600, U.S.A.Correspondence[email protected]
Pages 1997-2001 | Received 23 Jun 2001, Published online: 16 Aug 2006

Citations (12)

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Read on this site (2)

M. A. Pasha & K. Manjula. (2007) Simple and Efficient Method for the Synthesis of δ‐Chloroesters from Tetrahydrofuran and Acyl Chlorides in the Presence of Catalytic Iodine. Synthetic Communications 37:6, pages 927-932.
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William H. Miles, Daniel A. Ruddy, Samira Tinorgah & Rebecca L. Geisler. (2004) Acylative Dimerization of Tetrahydrofuran Catalyzed by Rare‐Earth Triflates. Synthetic Communications 34:10, pages 1871-1880.
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Articles from other publishers (10)

Yuqi Tang, Chengliang Feng, Wanfeng Yang, Min Ji, Wei Wang & Junqing Chen. (2020) Synthesis of chloroesters by the reaction of ethers with acyl chlorides catalyzed by ZnO. Chemical Papers 75:1, pages 1-8.
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Purushothaman Gopinath & Srinivasan Chandrasekaran. (2018) A Sequential One-Pot Synthesis of Functionalized Esters and Thioesters through a Ring-Opening Acylation of Cyclic Ethers and Thioethers. European Journal of Organic Chemistry 2018:46, pages 6541-6547.
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V.D. Vijaykumar Bodduri, Kyung-Min Choi, Raghavender Rao Vaidya, Kalpesh Patil, Sridhar Chirumarry, Kiwan Jang, Yong-Jin Yoon, John R. Falck & Dong-Soo Shin. (2015) An efficient iron catalyzed regioselective acylative cleavage of ethers: scope and mechanism. Tetrahedron Letters 56:51, pages 7089-7093.
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Kunuru Venkatesham, Dokuburra Chanti Babu, Tatipamula Vinay Bharadwaj, Richard A. Bunce, Chitturi Bhujanga Rao & Yenamandra Venkateswarlu. (2014) Synthesis of n-alkyl terminal halohydrin esters from acid halides and cyclic ethers or thioethers under solvent- and catalyst-free conditions. RSC Adv. 4:94, pages 51991-51994.
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Stephan Enthaler & Maik Weidauer. (2011) Synthesis of δ- and ε-Cyanoesters by Zinc-Catalyzed Ring-Opening of Cyclic Ethers with Acid Chlorides and Subsequent Cyanation. Catalysis Letters 142:2, pages 168-175.
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Rui Umeda, Takashi Nishimura, Kenta Kaiba, Toshimasa Tanaka, Yuuki Takahashi & Yutaka Nishiyama. (2011) Rhenium complex-catalyzed acylative cleavage of ethers with acyl chlorides. Tetrahedron 67:38, pages 7217-7221.
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Martín A. Iglesias-Arteaga, José. M. Mendez-Stivalet & Nury Pérez. (2019) Synthesis of Polyhydroxylated Δ 13 -17,17-dialkyl-18-norsteroids by BF 3 ·Et 2 O/Ac 2 O-promoted Wagner-Meerwein Rearrangement of Furostanols . Natural Product Communications 2:1, pages 1934578X0700200.
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Simon J. Coles, James F. Costello, William N. Draffin, Michael B. Hursthouse & Simon P. Paver. (2005) Bi(III) halides as efficient catalysts for the O-acylative cleavage of tetrahydrofurans: an expeditious entry to tetralins. Tetrahedron 61:18, pages 4447-4452.
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Martı́n A. Iglesias-Arteaga, Fanny L. Ledesma-Rodrı́guez, José M. Méndez-Stivalet & Marcos Flores-Alamo. (2005) Reaction of a 5α-bromo-6β,19-epoxysteroid with BF3·Et2O/Ac2O. Tetrahedron Letters 46:16, pages 2771-2774.
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Rama R. Malladi & George W. Kabalka. (2010) One‐Pot Synthesis of ω‐Chloroesters via the Reaction of Acid Chlorides with Tetrahydrofuran in the Presence of Trichloroborane.. ChemInform 33:48, pages 66-66.
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