Mitsunobu-initiated cascade cyclization of p-quinamines and 2-furanylmethanols: highly regio- and diastereoselective synthesis of functionalized hydrobenzo[c,d]indoles

2019 ◽  
Vol 17 (15) ◽  
pp. 3737-3740 ◽  
Author(s):  
Bo Cao ◽  
Yin Wei ◽  
Min Shi
Keyword(s):  
Indole Derivatives ◽  
Diastereoselective Synthesis ◽  
Cascade Cyclization

A Mitsunobu-initiated intermolecular cascade cyclization of p-quinamines and 2-furanylmethanol has been developed, giving hydrobenzo[c,d]indole derivatives in moderate to good yields with high regio- and diastereoselectivities.

An atmosphere and light tuned highly diastereoselective synthesis of cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes with alkynes

2018 ◽  
Vol 54 (23) ◽  
pp. 2870-2873 ◽  
Author(s):  
Bo Cao ◽  
Yin Wei ◽  
Min Shi
Keyword(s):  
Indole Derivatives ◽  
Diastereoselective Synthesis ◽  
Free Atmosphere ◽  
Catalyst Free ◽  
Wide Range

A catalyst-free atmosphere and light tuned highly diastereoselective synthesis of cyclobuta/penta[b]indoles from aniline-tethered alkylidenecyclopropanes and alkynes was developed, which provided a wide range of cyclobuta- and cyclopenta[b]indole derivatives in good yields.

Acid-promoted Cascade Cyclization to Produce Fused-polycyclic Indole Derivatives

2013 ◽  
Vol 15 (12) ◽  
pp. 2978-2981 ◽  
Author(s):  
Takuya Yokosaka ◽  
Hiroki Nakayama ◽  
Tetsuhiro Nemoto ◽  
Yasumasa Hamada
Keyword(s):  
Indole Derivatives ◽  
Cascade Cyclization

ChemInform Abstract: Acid-Promoted Cascade Cyclization to Produce Fused-Polycyclic Indole Derivatives.

ChemInform ◽  
2013 ◽  
Vol 44 (47) ◽  
pp. no-no
Author(s):  
Takuya Yokosaka ◽  
Hiroki Nakayama ◽  
Tetsuhiro Nemoto ◽  
Yasumasa Hamada
Keyword(s):  
Indole Derivatives ◽  
Cascade Cyclization

Catalytic enantioselective synthesis of indolizino[8,7-b]indole alkaloid derivatives based on the tandem reaction of tertiary enamides

2021 ◽  
Author(s):  
Xin-Ming Xu ◽  
Ming Xie ◽  
Jiazhu Li ◽  
Mei-Xiang Wang
Keyword(s):  
Indole Alkaloid ◽  
Enantioselective Synthesis ◽  
High Yield ◽  
Tandem Reaction ◽  
Indole Derivatives

An exquisite Pybox/Cu(OTf)2-catalyzed asymmetric tandem reaction of tertiary enamides was developed, which enabled the expeditious synthesis of indolizino[8,7-b]indole derivatives in high yield, excellent enantioselectivity and diastereoselectivity.

Fe-Catalyzed Conjunctive Cross-Couplings of Unactivated Alkenes with Grignard Reagents

2020 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Cassandra R. Youshaw ◽  
Mingbin Yuan ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Functional Groups ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Turnover Frequency ◽  
Diverse Range ◽  
Cascade Cyclization ◽  
Radical Cascade

The first iron-catalyzed three-component cross-coupling of unactivated olefins with alkyl halides and Grignard reagents is reported. The reaction operates under fast turnover frequency and tolerates a diverse range of sp2-hybridized nucleophiles, alkyl halides, and unactivated olefins bearing diverse functional groups to yield the desired 1,2-alkylarylated products with high regiocontrol. Further, we demonstrate that this protocol is amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines via a three-component radical cascade cyclization/arylation that forges three new C-C bonds.

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