TY - JOUR
T1 - Palladium-Catalyzed Triple Successive C-H Functionalization
T2 - Direct Synthesis of Functionalized Carbazoles from Indoles
AU - Verma, Akhilesh K.
AU - Danodia, Abhinandan K.
AU - Saunthwal, Rakesh K.
AU - Patel, Monika
AU - Choudhary, Deepak
PY - 2015/8/7
Y1 - 2015/8/7
N2 - A novel Pd(II)-catalyzed approach for the direct synthesis of differentially substituted carbazoles from free (NH) indoles via regioselective triple successive oxidative Heck (Fujiwara-Moritani reaction) has been achieved. It is demonstrated that both electron-deficient and electron-rich alkenes could be used successively for the incorporation of two different functional groups into the product. The proposed mechanistic pathway was well supported by isolating the first and second successive oxidative Heck intermediates as well as by trapping with styrene-d3.
AB - A novel Pd(II)-catalyzed approach for the direct synthesis of differentially substituted carbazoles from free (NH) indoles via regioselective triple successive oxidative Heck (Fujiwara-Moritani reaction) has been achieved. It is demonstrated that both electron-deficient and electron-rich alkenes could be used successively for the incorporation of two different functional groups into the product. The proposed mechanistic pathway was well supported by isolating the first and second successive oxidative Heck intermediates as well as by trapping with styrene-d3.
UR - http://www.scopus.com/inward/record.url?scp=84938850926&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.5b01476
DO - 10.1021/acs.orglett.5b01476
M3 - Article (Academic Journal)
C2 - 26161730
AN - SCOPUS:84938850926
SN - 1523-7060
VL - 17
SP - 3658
EP - 3661
JO - Organic Letters
JF - Organic Letters
IS - 15
ER -