201735-24-2Relevant articles and documents
Palladium(II)-catalyzed cyclizative cross-coupling of ortho-alkynylanilines with ortho-alkynylbenzamides under aerobic conditions
Yao, Bo,Wang, Qian,Zhu, Jieping
, p. 12992 - 12996 (2013)
Born to couple: The Pd(OAc)2-catalyzed reaction of o-alkynylanilines (1) with o-alkynylbenzamides (2) affords the cyclizative cross-coupling products 3 in good to excellent yields. Three bonds are created in the formation of two heterocycles tethered by a tetrasubstituted double bond. Mechanistic studies indicate that the reaction is initiated by aminopalladation with subsequent oxypalladation, N-demethylation, and reductive elimination. Copyright
Synthesis of: N -alkyl-3-sulfonylindoles and N -alkyl-3-sulfanylindoles by cascade annulation of 2-alkynyl- N, N -dialkylanilines
Meesin, Jatuporn,Pohmakotr, Manat,Reutrakul, Vichai,Soorukram, Darunee,Leowanawat, Pawaret,Kuhakarn, Chutima
supporting information, p. 3662 - 3669 (2017/07/07)
An efficient and metal-free approach to N-alkyl-3-sulfonylindoles and N-alkyl-3-sulfanylindoles from 2-alkynyl-N,N-dialkylanilines has been developed. In the presence of iodine and tert-butylhydroperoxide (TBHP), a variety of 2-alkynyl-N,N-dialkylanilines underwent a cascade radical annulation to yield 3-arylsulfonylindoles. In contrast, 3-arylsulfanylindoles were conveniently prepared by iodine mediated electrophilic annulation reactions. The present protocol uses the economical and environmentally friendly I2-TBHP or I2 system, and potentially bioactive N-alkyl-3-sulfonylindoles and N-alkyl-3-sulfanylindoles with various functional groups were successfully synthesized in moderate to good yields.
CuBr-promoted tandem cyclization/trifluoromethylation of 2-alkynylanilines: Efficient synthesis of 3-trifluoromethylindoles
Ge, Guangcun,Huang, Xiaojun,Ding, Changhua,Li, Hao,Wan, Shili,Hou, Xuelong
supporting information, p. 727 - 733 (2014/10/16)
A new efficient strategy for the synthesis of 3-trifluoromethyl-indoles was developed through tandem cyclization/ trifluoromethylation of 2-alkynylanilines and Umemoto’s reagent under effect of CuBr. The reaction features the use of cheap copper salt, mil