Palladium-catalyzed coupling of propargylic carbonates with N-tosylhydrazones: Highly selective synthesis of substituted propargylic N-sulfonylhydrazones and vinylallenes

Chen Z.-S.; Duan X.-H.; Wu L.-Y.; Ali S.; Ji K.-G.; Zhou P.-X.; Liu X.-Y.; Liang Y.-M.

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Palladium-catalyzed coupling of propargylic carbonates with N-tosylhydrazones: Highly selective synthesis of substituted propargylic N-sulfonylhydrazones and vinylallenes

机译：钯催化的炔丙基碳酸酯与N-甲苯磺酰hydr的偶联：取代的炔丙基N-磺酰基hydr和乙烯基烯的高选择性合成

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An efficient palladium-catalyzed coupling of propargylic carbonates (1) with N-tosylhydrazones (2, 2′) has been carried out. A wide range of propargylic N-sulfonylhydrazones (3) and multisubstituted vinylallenes (4) can be obtained selectively by using either [PdCl_2(CH_3CN) _2] or [Pd_2(dba)_3] as catalysts. (dba=trans,trans-dibenzylideneacetone, dppp=propane-l,3- diylbis(diphenylphosphane), Ts=4-toluenesulfonyl.)

机译：进行了炔丙基碳酸酯（1）与N-甲苯磺酰2（2，2'）的钯催化高效偶联。通过使用[PdCl_2（CH_3CN）_2]或[Pd_2（dba）_3]作为催化剂，可以选择性地获得各种各样的炔丙基N-磺酰基hydr（3）和多取代的乙烯基丙二烯（4）。（dba =反式，反式-二亚苄基丙酮，dppp =丙烷-1,3-二基双（二苯基膦），Ts = 4-甲苯磺酰基。）

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来源
《Chemistry: A European journal》 |2011年第25期|共4页
作者
Chen Z.-S.; Duan X.-H.; Wu L.-Y.; Ali S.; Ji K.-G.; Zhou P.-X.; Liu X.-Y.; Liang Y.-M.;
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正文语种 eng
中图分类应用化学;
关键词
allenes; cross-coupling; N-tosylhydrazones; palladium; propargylic substitution;

机译：丙二烯;交叉偶联;N-甲苯磺酰;钯;炔丙基取代;

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1. Palladium-catalyzed coupling of propargylic carbonates with N-tosylhydrazones: Highly selective synthesis of substituted propargylic N-sulfonylhydrazones and vinylallenes [J] . Chen Z.-S., Duan X.-H., Wu L.-Y., Chemistry: A European journal . 2011,第25期

机译：钯催化的炔丙基碳酸酯与N-甲苯磺酰hydr的偶联：取代的炔丙基N-磺酰基hydr和乙烯基烯的高选择性合成
2. Highly diastereoselective synthesis of tetrahydrobenzofuranones by palladium-catalyzed reaction of propargylic carbonates with 2-substituted cyclohexane-1,3-diones [J] . Masahiro Yoshida, Mariko Higuchi, Kozo Shishido Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2008,第10期

机译：钯催化的碳酸炔丙基酯与2-取代的环己烷-1,3-二酮的钯催化高度非对映选择性合成四氢苯并呋喃酮
3. SYNTHESIS OF DIHYDROBENZO [1,4] OXAZINES BY PALLADIUM-CATALYZED CYCLIZATION OF N-SUBSTITUTED 2-AMINOPHENOLS WITH PROPARGYLIC CARBONATES [J] . Yoshida Masahiro, Mori Shunya, Matsumoto Kenji, Heterocycles: An International Journal for Reviews and Communications in Heterocyclic Chemistry . 2020,第2期

机译：用钯催化的N取代的2-氨基苯酚与丙基碳酸酯的钯 - 催化环化合成二氢苯并[1,4]恶唑
4. Selective Synthesis of Allenylboron Compounds through Cu(I)-Catalyzed Reaction of Diboron and Propargylic Carbonates [C] . Yusuke Sasaki, Hajime Ito, Masaya Sawamura Symposium on Organometallic Chemistry . 2007

机译：通过Cu（I）通过Cu（I）的聚亚苯基硼化合物的选择性合成 - 偶联和碳酸酯的催化反应
5. Part I. One-pot synthesis of secondary alcohols and one-pot asymmetric synthesis of secondary propargylic alcohols. Part II. Redox isomerization of secondary propargylic alcohols to enones. Part III. Synthesis study towards C9-C14 fragment of (+)-discodermolide. Part IV. Asymmetric synthesis of anti, anti-stereotriad building blocks for polypropionate natural products [D] . Xie, Qiuzhe 2007

机译：第一部分：仲醇的一锅法合成和仲炔丙醇的一锅法不对称合成。第二部分仲炔丙醇的氧化还原异构化为烯酮。第三部分（+）-discodermolide C9-C14片段的合成研究。第四部分聚丙烯酸酯天然产物的抗，抗立体三环构建基的不对称合成
6. Stereocontrol in Palladium-Catalyzed Propargylic Substitutions: Kinetic Resolution to give Enantioenriched 15-Enynes and Propargyl Acetates [O] . Michael J. Ardolino, Meredith S. Eno, James P. Morken -1

机译：钯催化的炔丙基取代的立体控制：动力学拆分以得到富含对映体的15-炔炔和乙酸炔丙酯
7. Palladium-Catalyzed Carboannulation of Propargylic Carbonates and Nucleophiles to 2-Substituted Indenes [O] . -1

机译：钯催化的碳酸酯和双替解茚的亲核试剂的碳泛船

Palladium-catalyzed coupling of propargylic carbonates with N-tosylhydrazones: Highly selective synthesis of substituted propargylic N-sulfonylhydrazones and vinylallenes

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