PMID- 32644810
OWN - NLM
STAT- MEDLINE
DCOM- 20210803
LR  - 20210803
IS  - 1523-7052 (Electronic)
IS  - 1523-7052 (Linking)
VI  - 22
IP  - 15
DP  - 2020 Aug 7
TI  - On-DNA Cross-Dehydrogenative Coupling Reaction toward the Synthesis of Focused 
      DNA-Encoded Tetrahydroisoquinoline Libraries.
PG  - 5721-5725
LID - 10.1021/acs.orglett.0c01565 [doi]
AB  - To expand the chemical space of DNA-encoded library (DEL) technology, we have 
      developed the DNA-compatible cross-dehydrogenative coupling reaction between 
      tetrahydroisoquinolines (THIQs) and a series of nucleophiles such as 
      nitromethane, terminal alkynes, and so on. Both photo- and metal-promoted 
      conditions have been successfully established for this C-1 derivation of THIQs, 
      as exemplified by the addition of nitromethane. All of these new DNA-compatible 
      transformations have paved the way for the divergent oriented synthesis of 
      THIQ-focused DELs.
FAU - Wen, Xin
AU  - Wen X
AD  - State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, 
      Chinese Academy of Sciences, 501 Haike Road, Zhang Jiang Hi-Tech Park, Pudong, 
      Shanghai 201203, P. R. China.
AD  - University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, 
      China.
FAU - Duan, Zhiqiang
AU  - Duan Z
AD  - State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, 
      Chinese Academy of Sciences, 501 Haike Road, Zhang Jiang Hi-Tech Park, Pudong, 
      Shanghai 201203, P. R. China.
FAU - Liu, Jiaxiang
AU  - Liu J
AD  - State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, 
      Chinese Academy of Sciences, 501 Haike Road, Zhang Jiang Hi-Tech Park, Pudong, 
      Shanghai 201203, P. R. China.
FAU - Lu, Weiwei
AU  - Lu W
AD  - State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, 
      Chinese Academy of Sciences, 501 Haike Road, Zhang Jiang Hi-Tech Park, Pudong, 
      Shanghai 201203, P. R. China.
FAU - Lu, Xiaojie
AU  - Lu X
AUID- ORCID: 0000-0002-3600-288X
AD  - State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, 
      Chinese Academy of Sciences, 501 Haike Road, Zhang Jiang Hi-Tech Park, Pudong, 
      Shanghai 201203, P. R. China.
AD  - University of Chinese Academy of Sciences, No. 19A Yuquan Road, Beijing 100049, 
      China.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20200709
PL  - United States
TA  - Org Lett
JT  - Organic letters
JID - 100890393
RN  - 0 (Alkynes)
RN  - 0 (Tetrahydroisoquinolines)
RN  - 56W89FBX3E (1,2,3,4-tetrahydroisoquinoline)
RN  - 9007-49-2 (DNA)
SB  - IM
MH  - Alkynes/*chemistry
MH  - Catalysis
MH  - DNA/*chemistry
MH  - Gene Library
MH  - Molecular Structure
MH  - Tetrahydroisoquinolines/*chemical synthesis/chemistry
EDAT- 2020/07/10 06:00
MHDA- 2021/08/04 06:00
CRDT- 2020/07/10 06:00
PHST- 2020/07/10 06:00 [pubmed]
PHST- 2021/08/04 06:00 [medline]
PHST- 2020/07/10 06:00 [entrez]
AID - 10.1021/acs.orglett.0c01565 [doi]
PST - ppublish
SO  - Org Lett. 2020 Aug 7;22(15):5721-5725. doi: 10.1021/acs.orglett.0c01565. Epub 
      2020 Jul 9.