- CuSO4-Catalyzed Tandem C(sp3)-H Insertion Cyclization of Toluenes with Isonitriles to Form Indoles
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A CuSO4-catalyzed tandem benzylic C-H insertion cyclization of toluene derivatives and isonitriles is described. The naturally abundant salt CuSO4 serves as a low-cost ligand-free redox catalyst. This reaction provides a practical mo
- Shan, Xiang-Huan,Wang, Mei-Mei,Tie, Lin,Qu, Jian-Ping,Kang, Yan-Biao
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supporting information
p. 357 - 360
(2020/01/31)
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- CuSO4-Catalyzed dual annulation to synthesize O, S or N-containing tetracyclic heteroacenes
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In this work, CuSO4 is utilized as a practical redox catalyst for tandem dual annulation in the synthesis of indole-fused tetracyclic heteroacenes, which are important skeletons in both medicinal chemistry and materials chemistry. The preparation of such skeletons in a convenient and efficient manner is in high demand. This method realizes the modular synthesis of benzofuro-, benzothieno-, and indoloindoles from abundant feedstocks such as 2-halobenzyl halides and nitrile derivatives in up to 99% yields, providing a rapid access to diverse indole-fused heteroacenes with biological or optoelectronic properties.
- Kang, Yan-Biao,Qu, Jian-Ping,Shan, Xiang-Huan,Yang, Bo
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supporting information
p. 4063 - 4066
(2020/04/20)
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- Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes
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Starting from diverse alkene-tethered aryl iodides and O-benzoyl-hydroxylamines, the enantioselective reductive cross-electrophilic 1,2-carboamination of unactivated alkenes was achieved using a chiral pyrox/nickel complex as the catalyst. This mild, modular, and practical protocol provides rapid access to a variety of β-chiral amines with an enantioenriched aryl-substituted quaternary carbon center in good yields and with excellent enantioselectivities. This process reveals a complementary regioselectivity when compared to Pd and Cu catalysis.
- He, Jun,Xue, Yuhang,Han, Bo,Zhang, Chunzhu,Wang, You,Zhu, Shaolin
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supporting information
p. 2328 - 2332
(2020/01/08)
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- Stereoretentive Intramolecular Glycosyl Cross-Coupling: Development, Scope, and Kinetic Isotope Effect Study
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A series of cyclic C-glycosides were synthesized using the palladium-catalyzed stereoretentive intramolecular glycosylation of aryl iodides by employing a bulky phosphine ligand. A variety of functional groups are tolerated in the reaction, and enantioenr
- Yi, Duk,Zhu, Feng,Walczak, Maciej A.
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supporting information
p. 4627 - 4631
(2018/08/07)
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- Enantioselective Palladium-Catalyzed Heck-Heck Cascade Reactions: Ready Access to the Tetracyclic Core of Lycorane Alkaloids
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A rapid and efficient access to a wide variety of enantiomerically enriched C-11b substituted lycorane analogues can be achieved via a catalytic asymmetric Heck-Heck 6-exo/6-endo cascade reaction in the presence of (R)-BINAP.
- Coya, Estibaliz,Sotomayor, Nuria,Lete, Esther
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supporting information
p. 3206 - 3214
(2015/11/03)
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- An efficient entry to pyrrolo[1,2-b]isoquinolines and related systems through Parham cyclisation
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Aryllithiums generated by lithium-iodine exchange undergo intramolecular cyclisation to give pyrrolo[1,2-b]isoquinolines, in high yields. The best results were obtained when Weinreb or morpholine amides were used as internal electrophiles. The procedure h
- Ruiz, Javier,Ardeo, Ainhoa,Ignacio, Roberto,Sotomayor, Nuria,Lete, Esther
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p. 3311 - 3324
(2007/10/03)
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- Parham-type cycliacylation with Weinreb amides. Application to the synthesis of fused indolizinone systems
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(Matrix presented) Weinreb amides behave as efficient internal electrophiles in Parham-type cycliacylation reactions. Thus, aryl- and heteroaryllithiums generated by lithium-halogen exchange undergo intramolecular cyclization to give fused indolizinone systems as pyrrolo[1,2-b]isoquinolines, thieno[2,3-f]indolizinones, and pyrrolo[1,2-b]acridinones in high yields.
- Ruiz, Javier,Sotomayor, Nuria,Lete, Esther
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p. 1115 - 1117
(2007/10/03)
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- Transition metal control in the reaction of alkyne-substituted phenyl iodides with terminal alkynes: Sonogashira coupling vs cyclic carbopalladation
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Reaction between terminal alkynes and phenyl iodides bearing a tethered alkyne unit can be effectively controlled by the nature of a transition metal catalyst. Whereas the use of Pd(0)/Cu(I) promotes the expected Sonogashira coupling to give phenyl alkyne
- Teply, Filip,Stará, Irena G.,Stary, Ivo,Kollárovi?, Adrian,?aman, David,Fiedler, Pavel
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p. 9007 - 9018
(2007/10/03)
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- Intramolecular conjugate addition of alkenyl and aryl functions to enones initiated by lithium-iodine exchange
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Equation presented Treatment of each of the substrates 20-26, 29, and 46-48 with t-BuLi in THF, in the presence of HMPA and TMSCI, provides good-to-excellent yields of the intramolecular conjugate addition products 30-36, 37, and 49-51, respectively.
- Piers, Edward,Harrison, Cristian L.,Zetina-Rocha, Carlos
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p. 3245 - 3247
(2007/10/03)
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