Reare positioned at phenyl C2 (opposite dole (1a), the the most
Reare located at phenyl C2 (opposite dole (1a), the the most positively charged hydrogens located at phenyl C2 (opposite to towards the pyridine nitrogen in bold) and azaindole C2 (subsequent thethe pyrrole nitrogen) though the pyridine nitrogen in bold) and azaindole C2 (next to to pyrrole nitrogen) when the one of the most stabilized lithiated derivative can also be at C2 (FigureIt is interesting to know know most stabilized lithiated derivative can also be at C2 (Figure 4B). 4B). It really is intriguing to which which on the lithiated intermediates is intercepted by Zn(TMP)2 through such a LiTMPmediated deprotonation.Molecules 2021, 26, x FOR PEER REVIEW8 ofMolecules 2021, 26,of your lithiated intermediates is intercepted by Zn(TMP)2 through such a LiTMP-mediated 8 of 33 deprotonation. Molecules 2021, 26, x FOR PEER Compound 48/80 Autophagy Evaluation 88of 34 of 34 Molecules 2021, 26, x FOR PEER Evaluation For this eight of 34 of 34 Molecules 2021, 26, x FOR PEER Review 26, x FOR PEER x FOR PEER Overview eight of 34 Molecules 2021, 26,Review Molecules 2021, 26, x FOR PEER Evaluation eight of 34 Molecules 2021, Molecules 2021, 26, x FOR PEER REVIEWpurpose, 1a was treated at rt for 2 h by the basic combination 8prepared in eight of 34 situ in THF from ZnCl2TMEDA (1 equiv) and LiTMP (three equiv), and iodine was added to For this objective, 1a was treated at Beneath these conditions, the IQP-0528 Technical Information 2-iodinated derivaquench the organometallic intermediate.rt for two h by the basic combination prepared in of the ZnCl TMEDA (1 by in the THF ofthe lithiated intermediates is intercepted byduring suchduringsuch aaLiTMP-mediated situ the lithiated thelithiated2intermediates isequiv) andbyduring suchThis can result either from direct in lithiated intermediates is interceptedintercepted byZn(TMP)22 2during such a LiTMP-mediated in the lithiated intermediates a yield of 75 Zn(TMP)two,through such a LiTMP-mediated was added to intermediates is intercepted intercepted 2 entry 1). a LiTMP-mediated ofisolated with is intercepted by Zn(TMP)2 Zn(TMP) in the course of and LiTMP-mediated of tive 3a was fromlithiated ntermediates is by Zn(TMP)2LiTMP (32 equiv),such iodine (Table Zn(TMP) a LiTMP-mediated deprotonation. deprotonation. deprotonation. deprotonation. deprotonation. quench thedeprotonation. orintermediate. Below these conditions, the 2-iodinated derivative organometallic from deprotonation at a further position (directed by the pyrideprotolithiation this C2 treatedwasrt treatedatbyrtthe basicbythe simple combinationin preparedin For at For this objective, 1a was treated wastreatedh by the 22hhby the basic combinationprepared in combination ready ready in For this for For this objective, purpose, 1a at rt for 2 h by for basic combination prepared in two For this purpose, 1a at treated at rt for 2 by For this objective, 1a purpose,1a 75 for 2 h atrt the basic1).the basic combinationin 3a was THFsitu inZnCl21aawasby (1of wasrtand equiv)beforehtransmetalation to aeitherspecies. This isolated with was treated at for LiTMP (3 equiv), combination prepared to yield entry This can result from dine in THFsitu inZnCl22from ZnClisomerization, two,(three equiv), andequiv), and iodine was added to direct nitrogen) followedZnCl22TMEDA (Table and LiTMPand iodine was added to added to situ in THF frominTHF TMEDA (1TMEDA (1 equiv) andequiv), andequiv), and iodine was added to from ZnCl from ZnCl2equiv) and LiTMP (3 LiTMP (3 iodine was added to situ THFTMEDA 2 TMEDA(1 equiv) from (3 equiv), and iodine was situ from THF TMEDA (1 equiv) and LiTMP and LiTMP(3 iodine was added zinc equiv) (1 situ.