Abstract
Linear and angular heteroacenes are prepared from terminal alkynes bearing tethered nucleophiles in two steps. Linear heteroacenes are formed from the homocoupling of these alkynes followed by reaction with a double electrophile (ECl2) to induce a tricyclization reaction cascade involving double-electrophilic cyclization (DEC). Related angular heteroacenes are formed from the prior substitution of the chloro groups in ECl2 with the same terminal alkyne followed by reaction with AuCl3 to produce a DEC-reductive-elimination (DECRE) reaction.
| Original language | English |
|---|---|
| Pages (from-to) | 1939-1941 |
| Number of pages | 3 |
| Journal | Organic Letters |
| Volume | 19 |
| Issue number | 8 |
| DOIs | |
| Publication status | Published - 21 Apr 2017 |
Cite this
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Linear and Angular Heteroacenes from Double-Electrophilic Cyclization (DEC) and DEC-Reductive Elimination of Diynes. / Gupta, Akhil; Flynn, Bernard L.
In: Organic Letters, Vol. 19, No. 8, 21.04.2017, p. 1939-1941.Research output: Contribution to journal › Article › Research › peer-review
TY - JOUR
T1 - Linear and Angular Heteroacenes from Double-Electrophilic Cyclization (DEC) and DEC-Reductive Elimination of Diynes
AU - Gupta, Akhil
AU - Flynn, Bernard L.
PY - 2017/4/21
Y1 - 2017/4/21
N2 - Linear and angular heteroacenes are prepared from terminal alkynes bearing tethered nucleophiles in two steps. Linear heteroacenes are formed from the homocoupling of these alkynes followed by reaction with a double electrophile (ECl2) to induce a tricyclization reaction cascade involving double-electrophilic cyclization (DEC). Related angular heteroacenes are formed from the prior substitution of the chloro groups in ECl2 with the same terminal alkyne followed by reaction with AuCl3 to produce a DEC-reductive-elimination (DECRE) reaction.
AB - Linear and angular heteroacenes are prepared from terminal alkynes bearing tethered nucleophiles in two steps. Linear heteroacenes are formed from the homocoupling of these alkynes followed by reaction with a double electrophile (ECl2) to induce a tricyclization reaction cascade involving double-electrophilic cyclization (DEC). Related angular heteroacenes are formed from the prior substitution of the chloro groups in ECl2 with the same terminal alkyne followed by reaction with AuCl3 to produce a DEC-reductive-elimination (DECRE) reaction.
UR - http://www.scopus.com/inward/record.url?scp=85018495712&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.7b00265
DO - 10.1021/acs.orglett.7b00265
M3 - Article
VL - 19
SP - 1939
EP - 1941
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 8
ER -