Abstract
A visible-light-induced synthesis of N-H carbazoles from easily accessible 2,2′-diaminobiaryls in the absence of any external photosensitizer is reported. The process only requires t BuONO and natural resources, visible light, and molecular oxygen for the synthesis of N-H carbazoles. Experimental and computational studies support that the in situ formation of a visible-light-absorbing photosensitizing intermediate, benzocinnoline N-imide, is responsible for the activation of triplet molecular oxygen to singlet oxygen that, in turn, promotes the synthesis of carbazole.
| Original language | English |
|---|---|
| Pages (from-to) | 1906-1909 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 19 |
| Issue number | 7 |
| DOIs | |
| State | Published - 2017 Apr 7 |
Fingerprint
Cite this
}
Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate. / Chatterjee, Tanmay; Roh, Geum Bee; Shoaib, Mahbubul Alam; Suhl, Chang Heon; Kim, Jun Soo; Cho, Cheon-Gyu; Cho, Eun Jin.
In: Organic Letters, Vol. 19, No. 7, 07.04.2017, p. 1906-1909.Research output: Contribution to journal › Article
TY - JOUR
T1 - Visible-Light-Induced Synthesis of Carbazoles by in Situ Formation of Photosensitizing Intermediate
AU - Chatterjee, Tanmay
AU - Roh, Geum Bee
AU - Shoaib, Mahbubul Alam
AU - Suhl, Chang Heon
AU - Kim, Jun Soo
AU - Cho, Cheon-Gyu
AU - Cho, Eun Jin
PY - 2017/4/7
Y1 - 2017/4/7
N2 - A visible-light-induced synthesis of N-H carbazoles from easily accessible 2,2′-diaminobiaryls in the absence of any external photosensitizer is reported. The process only requires t BuONO and natural resources, visible light, and molecular oxygen for the synthesis of N-H carbazoles. Experimental and computational studies support that the in situ formation of a visible-light-absorbing photosensitizing intermediate, benzocinnoline N-imide, is responsible for the activation of triplet molecular oxygen to singlet oxygen that, in turn, promotes the synthesis of carbazole.
AB - A visible-light-induced synthesis of N-H carbazoles from easily accessible 2,2′-diaminobiaryls in the absence of any external photosensitizer is reported. The process only requires t BuONO and natural resources, visible light, and molecular oxygen for the synthesis of N-H carbazoles. Experimental and computational studies support that the in situ formation of a visible-light-absorbing photosensitizing intermediate, benzocinnoline N-imide, is responsible for the activation of triplet molecular oxygen to singlet oxygen that, in turn, promotes the synthesis of carbazole.
UR - http://www.scopus.com/inward/record.url?scp=85017183008&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.7b00681
DO - 10.1021/acs.orglett.7b00681
M3 - Article
AN - SCOPUS:85017183008
VL - 19
SP - 1906
EP - 1909
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 7
ER -